{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,28]],"date-time":"2026-08-28T17:52:33Z","timestamp":1787939553467,"version":"build-2784847793"},"reference-count":32,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2006,6,8]],"date-time":"2006-06-08T00:00:00Z","timestamp":1149724800000},"content-version":"vor","delay-in-days":5578,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Biochem. Toxicol."],"published-print":{"date-parts":[[1991,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Lantadene A (22 \u03b2\u2010angeloyloxy\u20103\u2010oxoolean\u201012\u2010en\u201028\u2010oic acid), a pentacyclic triterpenoid compound from lantana (<jats:italic>Lantana camara<\/jats:italic>) leaves has been obtained in two polymorphic forms I and II. Form I had white, fluffy, and rod\u2010shaped uniform crystals. Form II particles were irregular, shining, and polyhedral. The two forms differed in melting behavior. The powder x\u2010ray diffraction of form I showed sharp peaks whereas form II did not contain distinct peaks. From single\u2010crystal three\u2010dimensional x\u2010ray structure determination, the molecular structure of form I has been established. A\/B and B\/C rings of the molecule are trans fused while D\/E rings are cis fused. The packing of the molecule is stabilized by hydrogen bonding. Form I of lantadene A was nontoxic to guinea pigs on oral administration. Form II induced ictericity and toxicity associated with decrease in feed intake and fecal output, hepatomegaly, increase in plasma bilirubin, and acid phosphatase activity.<\/jats:p>","DOI":"10.1002\/jbt.2570060108","type":"journal-article","created":{"date-parts":[[2006,10,18]],"date-time":"2006-10-18T01:37:19Z","timestamp":1161135439000},"page":"57-63","source":"Crossref","is-referenced-by-count":21,"title":["Molecular structure, polymorphism, and toxicity of lantadene a, the pentacyclic triterpenoid from the hepatotoxic plant <i>Lantana camara<\/i>"],"prefix":"10.1002","volume":"6","author":[{"given":"Om P.","family":"Sharma","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rajinder K.","family":"Dawra","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vasantha","family":"Pattabhi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2006,6,8]]},"reference":[{"key":"e_1_2_1_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/0041-0101(88)90196-1"},{"key":"e_1_2_1_3_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1751-0813.1986.tb02965.x"},{"key":"e_1_2_1_4_2","first-page":"203","article-title":"Polymorphism in drug design and delivery","volume":"289","author":"Bernstein J.","year":"1989","journal-title":"Prog. Clin. Biol. Res."},{"key":"e_1_2_1_5_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1440-1681.1989.tb01589.x"},{"key":"e_1_2_1_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4274(88)90099-9"},{"key":"e_1_2_1_7_2","first-page":"197","article-title":"Lantanin, the active principle of Lantana camara L. Part I. Isolation and preliminary results on the determination of its constituents","volume":"18","author":"Louw P. G. J.","year":"1943","journal-title":"Onderstepoort J. Vet. Sci. Anim. Ind."},{"key":"e_1_2_1_8_2","first-page":"233","article-title":"Lantadene A, the active principal of Lantana camara. Part II. Isolation of lantadene B and the oxygen functions of lantadene A and lantadene B","volume":"23","author":"Louw P. G. J.","year":"1948","journal-title":"Onderstepoort J. Vet. Sci. Anim. Ind."},{"key":"e_1_2_1_9_2","doi-asserted-by":"publisher","DOI":"10.1098\/rspb.1960.0086"},{"key":"e_1_2_1_10_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF01920764"},{"key":"e_1_2_1_11_2","doi-asserted-by":"publisher","DOI":"10.1098\/rspb.1963.0023"},{"key":"e_1_2_1_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/0021-9975(65)90012-5"},{"key":"e_1_2_1_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4274(87)90153-6"},{"key":"e_1_2_1_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600640805"},{"key":"e_1_2_1_15_2","first-page":"450","article-title":"Polymorphism in drugs and its significance in therapeutics","volume":"46","author":"Rao B. R.","year":"1987","journal-title":"J. Sci. Ind. Res."},{"key":"e_1_2_1_16_2","doi-asserted-by":"crossref","unstructured":"D. H. R.Barton P.De Mayo andJ. C.Orr(1956). Triterpenoids Part XXIII. The structure of lantadene A.J. Chem. Soc. 4160\u20134162.","DOI":"10.1039\/jr9560004160"},{"key":"e_1_2_1_17_2","first-page":"223","volume-title":"Vogel's Textbook of Practical Organic Chemistry","author":"Furniss B. S.","year":"1978"},{"key":"e_1_2_1_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4274(82)90108-4"},{"key":"e_1_2_1_19_2","volume-title":"Official Methods of Analysis","author":"Association of Official Analytical Chemists"},{"key":"e_1_2_1_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/0041-0101(80)90058-6"},{"key":"e_1_2_1_21_2","volume-title":"Hematological Techniques for Use on Animals","author":"Archer R. K.","year":"1965"},{"key":"e_1_2_1_22_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)74392-5"},{"key":"e_1_2_1_23_2","first-page":"19","volume-title":"Lysosomes, a Laboratory Handbook","author":"Barret A. J.","year":"1977"},{"key":"e_1_2_1_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/0378-4274(83)90008-5"},{"key":"e_1_2_1_25_2","volume-title":"Remington's Pharmaceutical Sciences","author":"Ravin L. J.","year":"1985"},{"key":"e_1_2_1_26_2","first-page":"225","article-title":"Studies on photosensitization of animals in South Africa. X. The icterogenic factor in Geel\u2010dikkop. Isolation of active principles from Lippia rehmanni","volume":"9","author":"Rimington C.","year":"1937","journal-title":"Onderstepoort J. Vet. Sci. Anim. Ind."},{"key":"e_1_2_1_27_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.2042-7158.1969.tb08268.x"},{"key":"e_1_2_1_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600610104"},{"key":"e_1_2_1_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600780318"},{"key":"e_1_2_1_30_2","first-page":"1","article-title":"An outbreak of lantana poisoning in domesticated animals","volume":"2","author":"Yadava J. N. S.","year":"1978","journal-title":"Ind. Vet. Med. J."},{"key":"e_1_2_1_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-396350-5.50011-5"},{"key":"e_1_2_1_32_2","doi-asserted-by":"publisher","DOI":"10.1002\/jps.2600611015"},{"key":"e_1_2_1_33_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.160.3823.76"}],"container-title":["Journal of Biochemical Toxicology"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fjbt.2570060108","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jbt.2570060108","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,23]],"date-time":"2023-10-23T00:09:47Z","timestamp":1698019787000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/jbt.2570060108"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1991,3]]},"references-count":32,"journal-issue":{"issue":"1","published-print":{"date-parts":[[1991,3]]}},"alternative-id":["10.1002\/jbt.2570060108"],"URL":"https:\/\/doi.org\/10.1002\/jbt.2570060108","archive":["Portico"],"relation":{},"ISSN":["0887-2082","1522-7146"],"issn-type":[{"value":"0887-2082","type":"print"},{"value":"1522-7146","type":"electronic"}],"subject":[],"published":{"date-parts":[[1991,3]]}}}