Sumatranins A–J: Lignans with Immunosuppressive Activity from Cleistanthus sumatranus

Chemical investigation of the twigs of Cleistanthus sumatranus (Phyllanthaceae) led to the isolation of 10 undescribed lignans, sumatranins A–J (1–10). Compounds 1–4 are unprecedented furopyran lignans characterized by a unique 2,3,3a,9a-tetrahydro-4H-furo­[2,3-b]­chromene heterotricyclic framework....

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2023-06, Vol.86 (6), p.1606-1614
Main Authors: Zhou, Jun-Su, Yao, Jia-Ying, Gao, Yuan, Liu, Qun-Fang, Zhou, Bin, He, Shi-Jun, Zhao, Jin-Xin, Yue, Jian-Min
Format: Article
Language:English
Subjects:
Lignans - chemistry
Lignans - pharmacology
Malpighiales
Molecular Structure
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Summary:Chemical investigation of the twigs of Cleistanthus sumatranus (Phyllanthaceae) led to the isolation of 10 undescribed lignans, sumatranins A–J (1–10). Compounds 1–4 are unprecedented furopyran lignans characterized by a unique 2,3,3a,9a-tetrahydro-4H-furo­[2,3-b]­chromene heterotricyclic framework. Compounds 9 and 10 are rare 9′-nor-dibenzylbutane lignans. Structures were established based on analyses of spectroscopic data, X-ray crystallographic data, and experimental ECD spectra. Immunosuppressive assays revealed compounds 3 and 9 displayed moderate inhibitory effects with good selectivity indexes against LPS-induced B lymphocyte proliferation.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.3c00300