{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,4]],"date-time":"2026-04-04T04:00:32Z","timestamp":1775275232448,"version":"3.50.1"},"reference-count":168,"publisher":"American Chemical Society (ACS)","issue":"8","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem. Rev."],"published-print":{"date-parts":[[2011,8,10]]},"DOI":"10.1021\/cr100258k","type":"journal-article","created":{"date-parts":[[2011,5,27]],"date-time":"2011-05-27T13:09:07Z","timestamp":1306501747000},"page":"4418-4452","source":"Crossref","is-referenced-by-count":109,"title":["Isolation, Chemical, and Biotransformation Routes of Labdane-type Diterpenes"],"prefix":"10.1021","volume":"111","author":[{"given":"Lu\u00eds M. T.","family":"Frija","sequence":"first","affiliation":[{"name":"CQFM - Centro de Qu\u00edmica-F\u00edsica Molecular and IN - Institute of Nanoscience and Nanotechnology, Departamento de Engenharia Qu\u00edmica e Biol\u00f3gica Instituto Superior T\u00e9cnico, Av. Rovisco Pais 1, 1049-001 Lisboa, Portugal"}]},{"given":"Raquel F. M.","family":"Frade","sequence":"additional","affiliation":[{"name":"CQFM - Centro de Qu\u00edmica-F\u00edsica Molecular and IN - Institute of Nanoscience and Nanotechnology, Departamento de Engenharia Qu\u00edmica e Biol\u00f3gica Instituto Superior T\u00e9cnico, Av. Rovisco Pais 1, 1049-001 Lisboa, Portugal"}]},{"given":"Carlos A. M.","family":"Afonso","sequence":"additional","affiliation":[{"name":"CQFM - Centro de Qu\u00edmica-F\u00edsica Molecular and IN - Institute of Nanoscience and Nanotechnology, Departamento de Engenharia Qu\u00edmica e Biol\u00f3gica Instituto Superior T\u00e9cnico, Av. Rovisco Pais 1, 1049-001 Lisboa, Portugal"},{"name":"i-Med.UL, Faculdade de Farm\u00e1cia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal"}]}],"member":"316","published-online":{"date-parts":[[2011,5,27]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","first-page":"8329","DOI":"10.1021\/jo0610053","volume":"71","author":"Wilson R. M.","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref2\/cit2","doi-asserted-by":"crossref","first-page":"461","DOI":"10.1021\/np068054v","volume":"70","author":"Newman D. J.","year":"2007","journal-title":"J. Nat. Prod."},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"3975","DOI":"10.1021\/jo800239a","volume":"73","author":"Kingston D. G. I.","year":"2008","journal-title":"J. Org. Chem."},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"475","DOI":"10.1039\/b514294f","volume":"25","author":"Butler M. S.","year":"2008","journal-title":"Nat. Prod. Rep."},{"key":"ref5\/cit5","doi-asserted-by":"crossref","first-page":"4669","DOI":"10.1016\/j.tet.2008.03.051","volume":"64","author":"Banwell M.","year":"2008","journal-title":"Tetrahedron"},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"1225","DOI":"10.1039\/b602241n","volume":"24","author":"Baker D. D.","year":"2007","journal-title":"Nat. Prod. Rep"},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"2","DOI":"10.1055\/s-1999-13952","volume":"65","author":"Singh M.","year":"1999","journal-title":"Planta Med."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"3012","DOI":"10.1021\/jf00060a004","volume":"43","author":"Miyazawa M.","year":"1995","journal-title":"J. Agric. Food Chem."},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"311","DOI":"10.1055\/s-2006-962442","volume":"54","author":"Itokawa H.","year":"1988","journal-title":"Planta Med."},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1055\/s-2006-962442","volume":"54","author":"Itokawa H.","year":"1988","journal-title":"Planta Med."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"317","DOI":"10.1080\/00304940809458095","volume":"40","author":"Awen B. Z. S.","year":"2008","journal-title":"Org. Prep. Proced. Int."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"209","DOI":"10.1039\/a807278g","volume":"16","author":"Hanson J. R.","year":"1999","journal-title":"Nat. Prod. Rep."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1039\/a808395i","volume":"17","author":"Hanson J. R.","year":"2000","journal-title":"Nat. Prod. Rep."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1039\/b007477m","volume":"18","author":"Hanson J. R.","year":"2001","journal-title":"Nat. Prod. Rep."},{"key":"ref15\/cit15","first-page":"516","volume":"16","author":"Sell C.","year":"1990","journal-title":"Chem. Ind."},{"key":"ref16\/cit16","volume-title":"Fragrance Chemistry. The Science of the Sense of Smell","author":"Ohloff G.","year":"1982"},{"key":"ref17\/cit17","unstructured":"Mookherjee, B. D.; Patel, R. R.Presented at Conference 7th. Int. Congr. Essent. Oils, Kyoto, 1977; doc. 137."},{"key":"ref18\/cit18","first-page":"27","volume":"15","author":"Mookherjee B. D.","year":"1990","journal-title":"Perfum. Flavor."},{"key":"ref19\/cit19","unstructured":"Corbier, B.; Ehret, C.; Girandi, E.; Pelerin, G.Proceedings of the 10th. Int. Congr. Essent. Oils, Washington, 1986; doc. 26."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"10405","DOI":"10.1016\/S0040-4020(01)80567-6","volume":"49","author":"Barrero A. F.","year":"1993","journal-title":"Tetrahedron"},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"5801","DOI":"10.1016\/S0040-4039(00)78188-3","volume":"35","author":"Barton D. H. R.","year":"1994","journal-title":"Tetrahedron Lett."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"7435","DOI":"10.1016\/0040-4020(95)00370-N","volume":"51","author":"Barrero A. F.","year":"1995","journal-title":"Tetrahedron"},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1039\/np9910800309","volume":"8","author":"Jansen B. J. M.","year":"1991","journal-title":"Nat. Prod. Rep."},{"key":"ref24\/cit24","doi-asserted-by":"crossref","first-page":"319","DOI":"10.1039\/np9910800319","volume":"8","author":"Jansen B. J. M.","year":"1991","journal-title":"Nat. Prod. Rep."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"4151","DOI":"10.1016\/S0040-4039(01)90207-2","volume":"25","author":"Cimino G.","year":"1984","journal-title":"Tetrahedron Lett."},{"key":"ref26\/cit26","first-page":"600","volume":"11","author":"Frazier J. L.","year":"1986","journal-title":"Chernicul Sense"},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"5477","DOI":"10.1016\/S0040-4039(00)96758-3","volume":"28","author":"Lam P. Y.-S.","year":"1987","journal-title":"Tetrahedron Lett."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"3295","DOI":"10.1016\/S0040-4039(00)87596-6","volume":"23","author":"D\u2019Ischia M.","year":"1982","journal-title":"Tetrahedron Lett."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"149","DOI":"10.1093\/oxfordjournals.jbchem.a134323","volume":"94","author":"Taniguchi M.","year":"1983","journal-title":"J. Biochem."},{"key":"ref30\/cit30","first-page":"73","volume":"48","author":"Taniguchi M.","year":"1984","journal-title":"Agric. Biol. Chem."},{"key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"1063","DOI":"10.1007\/BF02085009","volume":"37","author":"Kubo I.","year":"1981","journal-title":"Experientia"},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"28","DOI":"10.1002\/ijch.197700009","volume":"16","author":"Nakanishi K.","year":"1977","journal-title":"Isr. J. Chem."},{"key":"ref33\/cit33","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1111\/j.1365-3032.1977.tb00104.x","volume":"2","author":"Ma W.-C.","year":"1977","journal-title":"Physiol. Entomol."},{"key":"ref34\/cit34","doi-asserted-by":"crossref","first-page":"2871","DOI":"10.1016\/S0040-4039(97)00485-1","volume":"38","author":"Jung M.","year":"1997","journal-title":"Tetrahedron Lett."},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"8101","DOI":"10.1016\/S0040-4039(97)10119-8","volume":"38","author":"Barrero A. F.","year":"1997","journal-title":"Tetrahedron Lett."},{"key":"ref36\/cit36","doi-asserted-by":"crossref","first-page":"4655","DOI":"10.1016\/S0040-4039(98)00861-2","volume":"39","author":"M\u00fcller M.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"2682","DOI":"10.1248\/cpb.36.2682","volume":"36","author":"Itogawa H.","year":"1988","journal-title":"Chem. Pharm. Bull."},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"904","DOI":"10.1021\/np970243d","volume":"60","author":"Sy L.-K.","year":"1997","journal-title":"J. Nat. Prod."},{"key":"ref39\/cit39","doi-asserted-by":"crossref","first-page":"149","DOI":"10.1016\/0031-9422(96)00887-4","volume":"42","author":"Xu H.-X.","year":"1996","journal-title":"Phytochemistry"},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"699","DOI":"10.1016\/S0031-9422(00)89800-3","volume":"36","author":"Sirat H. M.","year":"1994","journal-title":"Phytochemistry"},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"179","DOI":"10.1002\/ffj.2730100310","volume":"10","author":"Weyerstahl P.","year":"1995","journal-title":"Flavour Fragrance J."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"9543","DOI":"10.1016\/S0040-4039(98)02119-4","volume":"39","author":"Barrero A. F.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"1488","DOI":"10.1021\/np990140q","volume":"62","author":"Barrero A. F.","year":"1999","journal-title":"J. Nat. Prod."},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"1365","DOI":"10.1021\/np010273n","volume":"64","author":"Ahmed A. A.","year":"2001","journal-title":"J. Nat. Prod."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"354","DOI":"10.1016\/0031-9422(91)84154-K","volume":"30","author":"Hon P. M.","year":"1995","journal-title":"Phytochemistry"},{"key":"ref46\/cit46","first-page":"153","volume":"1","author":"Basade P.","year":"2001","journal-title":"Synlett"},{"key":"ref47\/cit47","doi-asserted-by":"crossref","first-page":"9173","DOI":"10.1016\/j.tet.2003.09.048","volume":"59","author":"Basade P.","year":"2003","journal-title":"Tetrahedron"},{"key":"ref48\/cit48","doi-asserted-by":"crossref","first-page":"6847","DOI":"10.1021\/jo015784t","volume":"66","author":"Carrol J.","year":"2001","journal-title":"J. Org. Chem."},{"key":"ref49\/cit49","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1016\/S0040-4020(02)01481-3","volume":"59","author":"Gray C. A.","year":"2003","journal-title":"Tetrahedron"},{"key":"ref50\/cit50","first-page":"33","volume":"41","author":"Dekker T. G.","year":"1988","journal-title":"S. Afr. J. Chem."},{"key":"ref51\/cit51","doi-asserted-by":"crossref","first-page":"1477","DOI":"10.1021\/ol047332j","volume":"7","author":"Alvarez-Manzaneda E. J.","year":"2005","journal-title":"Org. Lett."},{"key":"ref52\/cit52","doi-asserted-by":"crossref","first-page":"5321","DOI":"10.1016\/j.tetlet.2005.06.010","volume":"46","author":"Alvarez-Manzaneda E. J.","year":"2005","journal-title":"Tetrahedron Lett."},{"key":"ref53\/cit53","doi-asserted-by":"crossref","first-page":"887","DOI":"10.1080\/14786410500160686","volume":"20","author":"Fekih A. W.","year":"2006","journal-title":"Nat. Prod. Res."},{"key":"ref54\/cit54","doi-asserted-by":"crossref","first-page":"11838","DOI":"10.1016\/j.tet.2007.09.036","volume":"63","author":"Basade P.","year":"2007","journal-title":"Tetrahedron"},{"key":"ref55\/cit55","doi-asserted-by":"crossref","first-page":"211","DOI":"10.1039\/np9880500211","volume":"5","author":"Hanson J. R.","year":"1988","journal-title":"Nat. Prod. Rep."},{"key":"ref56\/cit56","doi-asserted-by":"crossref","first-page":"3361","DOI":"10.1016\/S0031-9422(00)82511-X","volume":"26","author":"Chaudhuri P. K.","year":"1987","journal-title":"Phytochemistry"},{"key":"ref57\/cit57","doi-asserted-by":"crossref","first-page":"388","DOI":"10.1007\/BF01957489","volume":"45","author":"Kernan M. R.","year":"1989","journal-title":"Experientia"},{"key":"ref58\/cit58","doi-asserted-by":"crossref","first-page":"12425","DOI":"10.1021\/ja973023v","volume":"119","author":"Corey E. J.","year":"1997","journal-title":"J. Am. Chem. Soc."},{"key":"ref59\/cit59","doi-asserted-by":"crossref","first-page":"5719","DOI":"10.1016\/j.bmc.2007.06.007","volume":"15","author":"Marcos I. S.","year":"2007","journal-title":"Bioorg. Med. Chem."},{"key":"ref60\/cit60","doi-asserted-by":"crossref","first-page":"8930","DOI":"10.1016\/j.tetlet.2007.10.080","volume":"48","author":"Alvarez-Manzaneda E.","year":"2007","journal-title":"Tetrahedron"},{"key":"ref61\/cit61","doi-asserted-by":"crossref","first-page":"8815","DOI":"10.1016\/j.tet.2008.06.083","volume":"64","author":"Marcos I. S.","year":"2008","journal-title":"Tetrahedron"},{"key":"ref62\/cit62","doi-asserted-by":"crossref","first-page":"10860","DOI":"10.1016\/j.tet.2008.09.007","volume":"64","author":"Marcos I. S.","year":"2008","journal-title":"Tetrahedron"},{"key":"ref63\/cit63","doi-asserted-by":"crossref","first-page":"714","DOI":"10.1021\/np030480i","volume":"67","author":"Boalino M. D.","year":"2004","journal-title":"J. Nat. Prod."},{"key":"ref64\/cit64","doi-asserted-by":"crossref","first-page":"639","DOI":"10.1016\/0031-9422(93)85464-3","volume":"33","author":"Hon P. M.","year":"1993","journal-title":"Phytochemistry"},{"key":"ref65\/cit65","doi-asserted-by":"crossref","first-page":"2699","DOI":"10.1016\/0031-9422(82)83101-4","volume":"67","author":"Savona G.","year":"1982","journal-title":"Phytochemistry"},{"key":"ref66\/cit66","doi-asserted-by":"crossref","first-page":"7750","DOI":"10.1021\/jo9013996","volume":"74","author":"Basabe P.","year":"2009","journal-title":"J. Org. Chem."},{"key":"ref67\/cit67","doi-asserted-by":"crossref","first-page":"2422","DOI":"10.1016\/j.tet.2010.01.091","volume":"66","author":"Basabe P.","year":"2010","journal-title":"Tetrahedron"},{"key":"ref68\/cit68","doi-asserted-by":"crossref","first-page":"724","DOI":"10.1021\/np50069a034","volume":"53","author":"Kernan M. R.","year":"1990","journal-title":"J. Nat. Prod."},{"key":"ref69\/cit69","doi-asserted-by":"crossref","first-page":"1201","DOI":"10.2174\/1385272003375798","volume":"4","author":"Gavagnin M.","year":"2000","journal-title":"Curr. Org. Chem."},{"key":"ref70\/cit70","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1039\/b502792f","volume":"23","author":"Blunt J. W.","year":"2006","journal-title":"Nat. Prod. Rep."},{"key":"ref71\/cit71","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1039\/b603047p","volume":"24","author":"Blunt J. W.","year":"2007","journal-title":"Nat. Prod. Rep."},{"key":"ref72\/cit72","doi-asserted-by":"crossref","first-page":"3902","DOI":"10.1021\/jo00277a029","volume":"54","author":"Bobzin S.","year":"1989","journal-title":"J. Org. Chem."},{"key":"ref73\/cit73","doi-asserted-by":"crossref","first-page":"1250","DOI":"10.1021\/jo00003a057","volume":"56","author":"Gunasekera S.","year":"1991","journal-title":"J. Org. Chem."},{"key":"ref74\/cit74","doi-asserted-by":"crossref","first-page":"50","DOI":"10.1039\/b300664f","volume":"21","author":"Faulkner D. J.","year":"2004","journal-title":"Nat. Prod. Rep."},{"key":"ref75\/cit75","doi-asserted-by":"crossref","first-page":"285","DOI":"10.1080\/10575639508043172","volume":"6","author":"Urones J. G.","year":"1995","journal-title":"Nat. Prod. Lett."},{"key":"ref76\/cit76","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1016\/B978-0-12-685850-1.50020-6","volume-title":"Fragrance Chemistry","author":"Ohloff G.","year":"1982"},{"key":"ref77\/cit77","doi-asserted-by":"crossref","first-page":"193","DOI":"10.1016\/j.tibtech.2005.02.003","volume":"23","author":"Serra S.","year":"2005","journal-title":"Trends Biotechnol."},{"key":"ref78\/cit78","first-page":"547","volume-title":"Perfumes. Art, Science and Technology","author":"Fr\u00e1ter G.","year":"1991"},{"key":"ref79\/cit79","unstructured":"Peele, D.; Chokshi, D.Composition, Useful for e.g. Increasing Cyclic Adenosine Monophosphate Activity, Comprises Sclareol or its Derivative, which is Bound by Glycoprotein Matrix. Patent Number(s): WO2006065395-A1; US2006134083-A1; EP1824502-A1; US2007219355-A1; KR2007090005-A; JP2008524215-W; US7588759-B2; US7785585-B2."},{"key":"ref80\/cit80","unstructured":"Subbiah, V.Use of at Least One of Sclareol or Sclareolide to Treat Obesity and Overweight Condition to Reduce the Body Mass Index. Patent Number(s): US2005008718-A1; US7226625-B2."},{"key":"ref81\/cit81","doi-asserted-by":"crossref","first-page":"9318","DOI":"10.1021\/jo9910886","volume":"64","author":"Poigny S.","year":"1999","journal-title":"J. Org. Chem."},{"key":"ref82\/cit82","doi-asserted-by":"crossref","first-page":"1045","DOI":"10.1055\/s-1997-1302","volume":"9","author":"Kuchkova K. I.","year":"1997","journal-title":"Synthesis"},{"key":"ref83\/cit83","doi-asserted-by":"crossref","first-page":"6351","DOI":"10.1016\/S0040-4039(02)01392-8","volume":"43","author":"Torre M. C.","year":"2002","journal-title":"Tetrahedron Lett."},{"key":"ref84\/cit84","doi-asserted-by":"crossref","DOI":"10.1007\/978-3-642-78418-7","volume-title":"Scent and Fragances","author":"Ohloff G.","year":"1994"},{"key":"ref85\/cit85","doi-asserted-by":"crossref","first-page":"1811","DOI":"10.3987\/COM-00-8963","volume":"53","author":"Nozawa M.","year":"2000","journal-title":"Heterocycles"},{"key":"ref86\/cit86","doi-asserted-by":"crossref","first-page":"2009","DOI":"10.1016\/S0960-894X(03)00345-7","volume":"13","author":"Oh S.","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref87\/cit87","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1016\/j.tetasy.2003.10.024","volume":"15","author":"Kulcitki V.","year":"2004","journal-title":"Tetrahedron: Asymmetry"},{"key":"ref88\/cit88","doi-asserted-by":"crossref","first-page":"1495","DOI":"10.1016\/S0040-4039(02)02849-6","volume":"44","author":"Gavagnin M.","year":"2003","journal-title":"Tetrahedron Lett."},{"key":"ref89\/cit89","doi-asserted-by":"crossref","first-page":"1314","DOI":"10.1002\/hlca.19670500514","volume":"50","author":"Demole E.","year":"1967","journal-title":"Helv. Chim. Acta"},{"key":"ref90\/cit90","doi-asserted-by":"crossref","first-page":"1073","DOI":"10.1021\/ol047316m","volume":"7","author":"Yang L.","year":"2005","journal-title":"Org. Lett."},{"key":"ref91\/cit91","doi-asserted-by":"crossref","first-page":"6670","DOI":"10.1021\/jo0610154","volume":"71","author":"Boukouvalas J.","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref92\/cit92","doi-asserted-by":"crossref","first-page":"1090","DOI":"10.1021\/np0500171","volume":"68","author":"Abas F.","year":"2005","journal-title":"J. Nat. Prod."},{"key":"ref93\/cit93","doi-asserted-by":"crossref","first-page":"7747","DOI":"10.1016\/j.tetlet.2007.09.033","volume":"48","author":"Boukouvalas J.","year":"2007","journal-title":"Tetrahedron Lett."},{"key":"ref94\/cit94","doi-asserted-by":"crossref","first-page":"1383","DOI":"10.1016\/S0031-9422(00)90417-5","volume":"37","author":"Nakatani N.","year":"1994","journal-title":"Phytochemistry"},{"key":"ref95\/cit95","doi-asserted-by":"crossref","first-page":"2527","DOI":"10.1016\/S0968-0896(02)00121-9","volume":"10","author":"Matsuda H.","year":"2002","journal-title":"Bioorg. Med. Chem."},{"key":"ref96\/cit96","doi-asserted-by":"crossref","first-page":"837","DOI":"10.1016\/S0367-326X(01)00307-0","volume":"72","author":"Xiao P.","year":"2001","journal-title":"Fitoterapia"},{"key":"ref97\/cit97","first-page":"58","volume":"43","author":"Liu L.","year":"2004","journal-title":"Zhongshan Daxue Xuebao, Ziran Kexueban"},{"key":"ref98\/cit98","doi-asserted-by":"crossref","first-page":"1009","DOI":"10.1002\/ptr.3057","volume":"24","author":"Kumrit I.","year":"2010","journal-title":"Phytother. Res."},{"key":"ref99\/cit99","doi-asserted-by":"crossref","first-page":"4403","DOI":"10.1016\/j.ejmech.2010.06.029","volume":"45","author":"Gonz\u00e1lez M. A.","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"ref100\/cit100","doi-asserted-by":"crossref","first-page":"4826","DOI":"10.1021\/jo070527v","volume":"72","author":"Margaros I.","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref101\/cit101","doi-asserted-by":"crossref","first-page":"2021","DOI":"10.1021\/jo7025405","volume":"73","author":"Margaros I.","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref102\/cit102","doi-asserted-by":"crossref","first-page":"3397","DOI":"10.1021\/ol8011919","volume":"10","author":"Boukouvalas J.","year":"2008","journal-title":"Org. Lett."},{"key":"ref103\/cit103","doi-asserted-by":"crossref","first-page":"2481","DOI":"10.1080\/00397919308011134","volume":"23","author":"Wilk B. K.","year":"1993","journal-title":"Synth. Commun."},{"key":"ref104\/cit104","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1002\/(SICI)1099-1026(1998090)13:5<295::AID-FFJ751>3.0.CO;2-I","volume":"13","author":"Weyerstahl P.","year":"1998","journal-title":"Flavour Fragrance J."},{"key":"ref105\/cit105","doi-asserted-by":"crossref","first-page":"160","DOI":"10.1080\/10412905.2005.9698864","volume":"17","author":"Gomes P. B.","year":"2005","journal-title":"J. Essent. Oil Res."},{"key":"ref106\/cit106","doi-asserted-by":"crossref","first-page":"4259","DOI":"10.1039\/jr9560004259","author":"Cocker J. D.","year":"1956","journal-title":"J. Chem. Soc."},{"key":"ref107\/cit107","doi-asserted-by":"crossref","first-page":"5941","DOI":"10.1016\/S0040-4020(02)00571-9","volume":"58","author":"Castro J. M.","year":"2002","journal-title":"Tetrahedron"},{"key":"ref108\/cit108","doi-asserted-by":"crossref","first-page":"9991","DOI":"10.1016\/S0040-4020(01)92289-6","volume":"48","author":"Urones J. G.","year":"1992","journal-title":"Tetrahedron"},{"key":"ref109\/cit109","doi-asserted-by":"crossref","first-page":"5657","DOI":"10.1016\/S0040-4020(01)00493-8","volume":"57","author":"Bolster M. G.","year":"2001","journal-title":"Tetrahedron"},{"key":"ref110\/cit110","volume-title":"Natural Products - A Laboratory Guide","author":"Ikan R.","year":"1969"},{"key":"ref111\/cit111","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1039\/np9971400111","volume":"14","author":"Dewick P. M.","year":"1997","journal-title":"Nat. Prod. Rep."},{"key":"ref112\/cit112","doi-asserted-by":"crossref","first-page":"1242","DOI":"10.1021\/jo026536f","volume":"68","author":"Arno M.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref113\/cit113","doi-asserted-by":"crossref","first-page":"4937","DOI":"10.1016\/S0040-4020(01)96734-1","volume":"41","author":"Abad A.","year":"1985","journal-title":"Tetrahedron"},{"key":"ref114\/cit114","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1039\/b006897g","volume":"18","author":"Faulkner D.","year":"2001","journal-title":"Nat. Prod. Rep."},{"key":"ref115\/cit115","doi-asserted-by":"crossref","DOI":"10.1007\/978-1-4899-4513-6","volume-title":"Dictionary of Terpenoids","author":"Connolly J. D.","year":"1991"},{"key":"ref116\/cit116","doi-asserted-by":"crossref","first-page":"645","DOI":"10.1016\/S0040-4020(01)97059-0","volume":"30","author":"Cimino G.","year":"1974","journal-title":"Tetrahedron"},{"key":"ref117\/cit117","doi-asserted-by":"crossref","first-page":"4109","DOI":"10.1016\/0040-4020(84)85092-9","volume":"40","author":"Gonz\u00e1lez A. G.","year":"1984","journal-title":"Tetrahedron"},{"key":"ref118\/cit118","doi-asserted-by":"crossref","first-page":"1687","DOI":"10.1246\/cl.1987.1687","volume":"9","author":"Kohmoto S.","year":"1987","journal-title":"Chem. Lett."},{"key":"ref119\/cit119","doi-asserted-by":"crossref","first-page":"102","DOI":"10.1021\/np50067a013","volume":"53","author":"Cimino G.","year":"1990","journal-title":"J. Nat. Prod."},{"key":"ref120\/cit120","doi-asserted-by":"crossref","first-page":"1701","DOI":"10.1021\/np50090a001","volume":"55","author":"Potts B. C. M.","year":"1992","journal-title":"J. Nat. Prod."},{"key":"ref121\/cit121","doi-asserted-by":"crossref","first-page":"8187","DOI":"10.1016\/0040-4020(96)00388-2","volume":"52","author":"Miyamoto T.","year":"1996","journal-title":"Tetrahedron"},{"key":"ref122\/cit122","unstructured":"Gonz\u00e1lez, M. A.Synthesis of Terpenes with Spongiane, Scopadulane and Estrane Skeleton. Ph.D. Thesis, University of Valencia, Valencia, 2001."},{"key":"ref123\/cit123","doi-asserted-by":"crossref","first-page":"998","DOI":"10.1590\/S0103-50532003000600017","volume":"14","author":"Santos C.","year":"2003","journal-title":"J. Braz. Chem. Soc."},{"key":"ref124\/cit124","doi-asserted-by":"crossref","first-page":"1903","DOI":"10.1080\/00397919908086178","volume":"29","author":"Santos C.","year":"1999","journal-title":"Synth. Commun."},{"key":"ref125\/cit125","doi-asserted-by":"crossref","first-page":"2701","DOI":"10.1055\/s-2004-835625","volume":"15","author":"Roldan E. J. A.-M.","year":"2004","journal-title":"Synlett"},{"key":"ref126\/cit126","doi-asserted-by":"crossref","first-page":"2057","DOI":"10.1081\/SCC-200066683","volume":"35","author":"Imamura P. M.","year":"2005","journal-title":"Synth. Commun."},{"key":"ref127\/cit127","first-page":"248","volume":"59","author":"Wienhaus H.","year":"1947","journal-title":"Angew. Chem."},{"key":"ref128\/cit128","first-page":"2645","author":"Haeuser J.","year":"1965","journal-title":"Bull. Soc. Chim. Fr."},{"key":"ref129\/cit129","doi-asserted-by":"crossref","first-page":"3523","DOI":"10.1016\/S0040-4039(01)89336-9","author":"Norin T.","year":"1965","journal-title":"Tetrahedron Lett."},{"key":"ref130\/cit130","doi-asserted-by":"crossref","first-page":"3263","DOI":"10.1016\/S0040-4039(01)98447-3","volume":"37","author":"Bruns K.","year":"1970","journal-title":"Tetrahedron Lett."},{"key":"ref131\/cit131","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/S0040-4039(00)90520-3","volume":"3","author":"Carman R. M.","year":"1967","journal-title":"Tetrahedron Lett."},{"key":"ref132\/cit132","doi-asserted-by":"crossref","first-page":"7277","DOI":"10.1021\/ja00019a027","volume":"113","author":"Dess D. B.","year":"1991","journal-title":"J. Am. Chem. Soc."},{"key":"ref133\/cit133","doi-asserted-by":"crossref","first-page":"8369","DOI":"10.1016\/S0040-4020(01)00818-3","volume":"57","author":"Bolster M. G.","year":"2001","journal-title":"Tetrahedron"},{"key":"ref134\/cit134","doi-asserted-by":"crossref","first-page":"5663","DOI":"10.1016\/S0040-4020(01)00494-X","volume":"57","author":"Bolster M. G.","year":"2001","journal-title":"Tetrahedron"},{"key":"ref135\/cit135","doi-asserted-by":"crossref","first-page":"2055","DOI":"10.1016\/S0040-4020(01)85068-7","volume":"50","author":"Herlem D.","year":"1994","journal-title":"Tetrahedron"},{"key":"ref136\/cit136","doi-asserted-by":"crossref","first-page":"5275","DOI":"10.1016\/S0040-4020(02)00494-5","volume":"58","author":"Bolster M. G.","year":"2002","journal-title":"Tetrahedron"},{"key":"ref137\/cit137","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/j.tetlet.2005.01.053","volume":"46","author":"Aslaoui J.","year":"2005","journal-title":"Tetrahedron Lett."},{"key":"ref138\/cit138","doi-asserted-by":"crossref","first-page":"389","DOI":"10.1590\/S0103-50532002000300015","volume":"13","author":"Nogueira R. T.","year":"2002","journal-title":"J. Braz. Chem. Soc."},{"key":"ref139\/cit139","doi-asserted-by":"crossref","first-page":"314","DOI":"10.3998\/ark.5550190.0004.a29","volume":"10","author":"Giacomini R. A.","year":"2003","journal-title":"Arkivoc"},{"key":"ref140\/cit140","doi-asserted-by":"crossref","first-page":"1005","DOI":"10.3390\/10081005","volume":"10","author":"D\u00edez D.","year":"2005","journal-title":"Molecules"},{"key":"ref141\/cit141","doi-asserted-by":"crossref","first-page":"8339","DOI":"10.1016\/S0040-4020(01)96175-7","volume":"47","author":"Aranda G.","year":"1991","journal-title":"Tetrahedron"},{"key":"ref142\/cit142","doi-asserted-by":"crossref","first-page":"54","DOI":"10.1002\/cbdv.200690007","volume":"3","author":"Choudhary M. L.","year":"2006","journal-title":"Chem. Biodiversity"},{"key":"ref143\/cit143","first-page":"243","volume":"47","author":"Hieda T.","year":"1983","journal-title":"Agric. Biol. Chem."},{"key":"ref144\/cit144","doi-asserted-by":"crossref","first-page":"1021","DOI":"10.1016\/0031-9422(96)00078-7","volume":"42","author":"Hanson J. R.","year":"1996","journal-title":"Phytochemistry"},{"key":"ref145\/cit145","doi-asserted-by":"crossref","first-page":"1038","DOI":"10.1021\/np970076h","volume":"60","author":"Atta-ur-Rahman","year":"1997","journal-title":"J. Nat. Prod."},{"key":"ref146\/cit146","doi-asserted-by":"crossref","first-page":"2685","DOI":"10.1002\/hlca.200490238","volume":"87","author":"Choudhary M. I.","year":"2004","journal-title":"Helv. Chim. Acta"},{"key":"ref147\/cit147","doi-asserted-by":"crossref","first-page":"1543","DOI":"10.1021\/np50078a008","volume":"54","author":"Hufford C. D.","year":"1991","journal-title":"J. Nat. Prod."},{"key":"ref148\/cit148","doi-asserted-by":"crossref","first-page":"1898","DOI":"10.1016\/j.phytochem.2005.06.015","volume":"66","author":"Chen A. R.","year":"2005","journal-title":"Phytochemistry"},{"key":"ref149\/cit149","doi-asserted-by":"crossref","first-page":"1088","DOI":"10.1016\/j.phytochem.2006.04.001","volume":"67","author":"Lamm A. S.","year":"2006","journal-title":"Phytochemistry"},{"key":"ref150\/cit150","doi-asserted-by":"crossref","first-page":"701","DOI":"10.1016\/j.phytochem.2004.01.011","volume":"65","author":"Martin G. D.","year":"2004","journal-title":"Phytochemistry"},{"key":"ref151\/cit151","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1016\/S0031-9422(00)00403-9","volume":"56","author":"Buchanan G. O.","year":"2001","journal-title":"Phytochemistry"},{"key":"ref152\/cit152","doi-asserted-by":"crossref","first-page":"57","DOI":"10.1016\/S0031-9422(01)00355-7","volume":"59","author":"Chen A. R. M.","year":"2002","journal-title":"Phytochemistry"},{"key":"ref154\/cit154","doi-asserted-by":"crossref","first-page":"2685","DOI":"10.1002\/hlca.200490238","volume":"87","author":"Choudhary M. I.","year":"2004","journal-title":"Helv. Chim. Acta"},{"key":"ref155\/cit155","doi-asserted-by":"crossref","first-page":"957","DOI":"10.1021\/np050221o","volume":"69","author":"Nasib A.","year":"2006","journal-title":"J. Nat. Prod."},{"key":"ref156\/cit156","first-page":"107","volume":"16","author":"Gonz\u00e1lez A. G.","year":"1977","journal-title":"J. Nat. Prod."},{"key":"ref157\/cit157","doi-asserted-by":"crossref","first-page":"1237","DOI":"10.1021\/np980133m","volume":"61","author":"Fraga B. M.","year":"1998","journal-title":"J. Nat. Prod."},{"key":"ref158\/cit158","doi-asserted-by":"crossref","first-page":"486","DOI":"10.1021\/jm00358a006","volume":"26","author":"Bhat S. V.","year":"1983","journal-title":"J. Med. Chem."},{"key":"ref159\/cit159","doi-asserted-by":"crossref","first-page":"6159","DOI":"10.1016\/S0040-4020(98)00308-1","volume":"54","author":"Fraga B. M.","year":"1998","journal-title":"Tetrahedron"},{"key":"ref160\/cit160","doi-asserted-by":"crossref","first-page":"761","DOI":"10.1016\/S0040-4020(00)01052-8","volume":"57","author":"Fraga B. M.","year":"2001","journal-title":"Tetrahedron"},{"key":"ref161\/cit161","doi-asserted-by":"crossref","first-page":"1781","DOI":"10.1016\/S0040-4020(98)01190-9","volume":"55","author":"Fraga B. M.","year":"1999","journal-title":"Tetrahedron"},{"key":"ref162\/cit162","doi-asserted-by":"crossref","first-page":"1113","DOI":"10.1016\/0031-9422(73)85025-3","volume":"12","author":"Gonz\u00e1lez A. G.","year":"1973","journal-title":"Phytochemistry"},{"key":"ref163\/cit163","doi-asserted-by":"crossref","first-page":"922","DOI":"10.1021\/np980064b","volume":"61","author":"Lin S.","year":"1998","journal-title":"J. Nat. Prod."},{"key":"ref164\/cit164","doi-asserted-by":"crossref","first-page":"327","DOI":"10.1021\/np020420x","volume":"66","author":"Fraga B. M.","year":"2003","journal-title":"J. Nat. Prod."},{"key":"ref165\/cit165","doi-asserted-by":"crossref","first-page":"1557","DOI":"10.1016\/j.phytochem.2007.03.024","volume":"68","author":"Fraga B. M.","year":"2007","journal-title":"Phytochemistry"},{"key":"ref166\/cit166","doi-asserted-by":"crossref","first-page":"417","DOI":"10.1016\/S0031-9422(00)00412-X","volume":"56","author":"Collins D. O.","year":"2001","journal-title":"Phytochemistry"},{"key":"ref167\/cit167","doi-asserted-by":"crossref","first-page":"1583","DOI":"10.1016\/0031-9422(96)00244-0","volume":"42","author":"Fraga B. M.","year":"1996","journal-title":"Phytochemistry"},{"key":"ref168\/cit168","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1016\/0031-9422(95)00221-R","volume":"40","author":"Miyazawa M.","year":"1995","journal-title":"Phytochemistry"},{"key":"ref169\/cit169","doi-asserted-by":"crossref","first-page":"1039","DOI":"10.1021\/np50097a006","volume":"56","author":"Maatooq G.","year":"1993","journal-title":"J. Nat. Prod."}],"container-title":["Chemical Reviews"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/cr100258k","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,6]],"date-time":"2023-04-06T07:26:48Z","timestamp":1680766008000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/cr100258k"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,5,27]]},"references-count":168,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2011,8,10]]}},"alternative-id":["10.1021\/cr100258k"],"URL":"https:\/\/doi.org\/10.1021\/cr100258k","relation":{},"ISSN":["0009-2665","1520-6890"],"issn-type":[{"value":"0009-2665","type":"print"},{"value":"1520-6890","type":"electronic"}],"subject":[],"published":{"date-parts":[[2011,5,27]]}}}