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Cassane‐Type Diterpenoids from the Seeds of Caesalpinia bonduc (L.) Roxb.
Author(s) -
Cao Jun,
Xu Yunshao,
Lou Ruohan,
Shi Wei,
Chen Jiali,
Gan Lishe,
Lu Jinjian,
Lin Ligen
Publication year - 2021
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.202100309
Subject(s) - butenolide , stereochemistry , chemistry , moiety , caesalpinia , furan , absolute configuration , circular dichroism , traditional medicine , organic chemistry , medicine
Abstract Ten new cassane‐type diterpenoids were isolated from the seeds of Caesalpinia bonduc (L.) Roxb., including 6 α ‐hydroxycaesalpinin P ( 1 ), 14‐ epi ‐caesalpinin E1 ( 2 ), 6‐deacetylcaesalmin Z ( 3 ), 14‐ epi ‐caesalmin Z ( 4 ), caesalpinolides I ( 5 ), K ( 6 ), L ( 7 ), M ( 9 ) and N ( 10 ), and 14‐ epi ‐neocaesalpin L ( 8 ). Their planar structures and absolute configurations were fully determined by comprehensive spectroscopic methods, including 2D NMR and electronic circular dichroism spectra. Compounds 1 – 4 are tetracyclic cassane diterpenoids possessing a furan ring, and compounds 5 – 10 are tetracyclic cassane diterpenoids possessing a fused butenolide moiety. The anti‐inflammatory and cytotoxic activities of the isolates were evaluated, while none of them showed obvious effects. The current study identified ten new cassane‐type diterpenoids from the seeds of C . bonduc (L.) Roxb., which enriched the chemical diversity of the titled herbal medicine.