Noncytotoxic 16,23-epoxycucurbitacin-type triterpenoids from Elaeocarpus hainanensis

Phytochemical investigation of methanol extract from Elaeocarpus hainanensis Oliv. leaves and twigs led to the isolation and structural determination of three 16,23-epoxycucurbitacin-type triterpenoids, including a new hydroperoxide, 16α,23α-epoxy-3β,20β-dihydroxy-24α-hydroperoxy-10αH,23βH-cucurbit-...

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Bibliographic Details
Published in:Natural product research 2024-04, Vol.38 (7), p.1216-1220
Main Authors: Cham, Ba Thi, Hoang, Vu Dinh, Thuy Linh, Nguyen Thi, Tai, Bui Huu, Delfino, Domenico V, Thuy, Trinh Thi
Format: Article
Language:English
Subjects:
Cell Line
Cucurbitacins
Elaeocarpaceae
Elaeocarpus
Elaeocarpus hainanensis Oliv.
16,23-epoxycucurbitacin-type triterpenoid
elahainencin A
Humans
Hydrogen Peroxide
hydroperoxide
Molecular Structure
NMR
noncytotoxic activity
Nuclear magnetic resonance
Triterpenes - chemistry
Triterpenes - pharmacology
Triterpenoids
Tumor cell lines
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Summary:Phytochemical investigation of methanol extract from Elaeocarpus hainanensis Oliv. leaves and twigs led to the isolation and structural determination of three 16,23-epoxycucurbitacin-type triterpenoids, including a new hydroperoxide, 16α,23α-epoxy-3β,20β-dihydroxy-24α-hydroperoxy-10αH,23βH-cucurbit-5,25-dien-11-one (elahainencin A, 1), and two known analogs (2 and 3). Their chemical structures were determined by the spectroscopic analyses, including 1 D-, 2 D NMR and HR ESI MS spectra. Compound 1 represents a cucurbitacin derivative incorporating a hydroperoxide. In addition, these isolated compounds have been found to be noncytotoxic when tested in vitro against five human cancer cell lines (A549, T24, 8505, Huh-7 and SNU-1) by using the SRB method.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2137507