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Helisterculins A and B, Two New (7.5′,8.2′)‐Neolignans, and Helisorin, the First (6.4′,7.5′,8.2′)‐Neolignan, from the Indonesian Medicinal Plant Helicteres isora
Author(s) -
Tezuka Yasuhiro,
Terazono Masataka,
Kusumoto Tomoco I.,
Kawashima Yukiko,
Hatanaka Yasumaru,
Kadota Shigetoshi,
Hattori Masao,
Namba Tsuneo,
Kikuchi Tohru,
Tanaka Ken,
Supriyatna Sutardjo
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19990310)82:3<408::aid-hlca408>3.0.co;2-h
Subject(s) - chemistry , octene , traditional medicine , sterculiaceae , indonesian , stereochemistry , natural product , botany , organic chemistry , medicine , linguistics , philosophy , ethylene , biology , catalysis
Abstract During a chemical study of Indonesian medicinal plants, we examined the constituents of fruits of Helicteres isora L. (Sterculiaceae), one of the famous Jamu medicines. From a water extract of the fruits, we isolated three new neolignans, helisterculins A ( 1 ) and B ( 2 ) and helisorin ( 3 ), and elucidated their structures by spectral analyses. Helisterculins A ( 1 ) and B ( 2 ) are (7.5′,8.2′)‐neolignans with a bicyclo[2.2.2]octene C‐framework, while helisorin ( 3 ) is a (6.4′,7.5′,8.2′)‐neolignan with a very rare 4,4a,9,9a‐tetrahydro‐3,9‐methano‐3 H ‐fluorene C‐framework. The natural product with the latter C‐framework has no literature precedent. The neolignans 1 – 3 showed weak inhibitory activity against reverse transcriptase from avian myeloblastosis virus.