Iridal-Type Triterpenoids with a Cyclopentane Unit from the Rhizomes of Belamcanda chinensis

Ten new iridal-type triterpenoid derivatives, polycycloiridals K–T (1–10), with a cyclopentane moiety originating from the cyclization of the homofarnesyl side chain were isolated from the rhizomes of Belamcanda chinensis. Their structures were established by spectroscopic data, a single-crystal X-r...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2019-07, Vol.82 (7), p.1759-1767
Hauptverfasser: Li, Jiayuan, Ni, Gang, Liu, Yanfei, Mai, Zhenpeng, Wang, Renzhong, Yu, Dequan
Format: Artikel
Sprache:eng
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Zusammenfassung:Ten new iridal-type triterpenoid derivatives, polycycloiridals K–T (1–10), with a cyclopentane moiety originating from the cyclization of the homofarnesyl side chain were isolated from the rhizomes of Belamcanda chinensis. Their structures were established by spectroscopic data, a single-crystal X-ray diffraction analysis, TDDFT quantum mechanical calculations, and chemical derivatization. Compounds 2 and 10 exhibited 33.4% and 32.9% inhibitory activities, respectively, against PTP1b (protein tyrosine phosphatase) at a concentration of 10 μM. A putative biosynthetic pathway is proposed.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.8b00993