Structurally Diverse Cytotoxic Polyphenols from Garcinia gracilis

J Nat Prod. 2023 Sep 22;86(9):2206-2215. doi: 10.1021/acs.jnatprod.3c00498.

Yan-Song Ye ¹, Yao-Tao Duan ¹, Zhuo Zhou ², Khamphanh Thepkaysone ³, Bounleuane Douangdeuane ³, Gang Xu ¹

Affiliations

1 State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
2 CAS Key Laboratory for Plant Diversity and Biogeography of East Asia, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
3 Institute of Traditional Medicine, Ministry of Health, Phonepapao Village, Sisattanack District, 856 Vientiane, Lao People's Democratic Republic.

PMID: 37650785 DOI: 10.1021/acs.jnatprod.3c00498

Abstract

Thirty-five diverse Polyphenols, belonging to seven structure classes, were isolated from Garcinia gracilis, a medicinal and edible plant sampled from Laos. The structures of nine new compounds, gargarcilones A-I (1-3, 5-7, 10, 12, and 17), were established using spectroscopic, X-ray diffraction, and experimental and calculated ECD methods. Additionally, we revised the stereochemical assignment of cochinchinoxanthone and cochinchinoxanthone C. The compounds were evaluated for antiproliferative activity against five human tumor cell lines (HL-60, A549, SMMC-7721, MDA-MB-231, and SW480). Compounds 1-4, 7, and 8 exhibited cytotoxic activity with IC₅₀ values of 0.5-8.9 μM. Compound 3 significantly induced Apoptosis in SMMC-7721 cells.

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