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The chemical structures were determined by the analysis of the comprehensive spectroscopic data, and the absolute configuration was confirmed by X-ray crystallographic analysis. The structures of 1\u20133 were formed from isopimaranes through the rearrangement of ring A by the bond break at C-3 and C-4 to form a new \u03b4-lactone ring system between C-3 and C-9. This structure type represents the first discovery of a natural isopimarane diterpene with an unusual lactone moiety at C-9 and C-10. In the crystal of 1, molecules are linked to each other by intermolecular O-H\u00b7\u00b7\u00b7O bonds, forming chains along the b axis. Compounds 1\u20133 were evaluated for their bioactivities against different diseases. None of these compounds displayed cytotoxic activities against HCT116 and A549 cancer cell lines, antifungal activities against Trichophyton rubrum and T. mentagrophytes, or antiviral activities against HIV entry at 20 \u00b5g\/mL (62.9\u201366.7) \u00b5M. Compounds 1 and 3 did not show antiviral activities against Ebola entry at 20 \u00b5g\/mL either; only 2 was found to show an 81% inhibitory effect against Ebola entry activity at 20 \u00b5g\/mL (66.7 \u00b5M). The bioactivity evidence suggested that this type of compound could be a valuable antiviral lead for further structure modification to improve the antiviral potential.<\/jats:p>","DOI":"10.3390\/molecules27103098","type":"journal-article","created":{"date-parts":[[2022,5,12]],"date-time":"2022-05-12T05:10:32Z","timestamp":1652332232000},"page":"3098","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["3,4-Seco-Isopimarane Diterpenes from the Twigs and Leaves of Isodon Flavidus"],"prefix":"10.3390","volume":"27","author":[{"given":"Wan-Fei","family":"Li","sequence":"first","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"},{"name":"School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zheng-Ming","family":"Liang","sequence":"additional","affiliation":[{"name":"School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chen-Liang","family":"Zhao","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"},{"name":"School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8273-3114","authenticated-orcid":false,"given":"Nga Yi","family":"Tsang","sequence":"additional","affiliation":[{"name":"School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ji-Xin","family":"Li","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ya-Hua","family":"Liu","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kang","family":"He","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lu-Tai","family":"Pan","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lijun","family":"Rong","sequence":"additional","affiliation":[{"name":"Department of Microbiology and Immunology, College of Medicine, University of Illinois at Chicago, 909 South Wolcott Avenue, Chicago, IL 60612, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7524-4489","authenticated-orcid":false,"given":"Juan","family":"Zou","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Guizhou University of Traditional Chinese Medicine, Dongqing South Road, Guiyang 550025, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7175-5166","authenticated-orcid":false,"given":"Hong-Jie","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Chinese Medicine, Hong Kong Baptist University, Hong Kong, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,5,12]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"770","DOI":"10.1021\/acs.jnatprod.9b01285","article-title":"Natural Products as Sources of New Drugs over the Nearly Four Decades from 01\/1981 to 09\/2019","volume":"83","author":"Newman","year":"2020","journal-title":"J. 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