Chemical constituents from Sonneratia ovata Backer and their in vitro cytotoxicity and acetylcholinesterase inhibitory activities.
Sonneratia ovata Backer, Sonneratiaceae, is a widespread plant in mangrove forests in Vietnam, Cambodia, Thailand, Indonesia. Sonneratia ovata's chemical composition remains mostly unknown. Therefore, we now report on the structural elucidation of three new phenolics, sonnerphenolic A (1), sonnerphenolic B (2), and sonnerphenolic C (23), a new cerebroside, sonnercerebroside (3) together with nineteen known compounds, including nine lignans (5-13), two steroids (14, 15), two triterpenoids (16, 17), three gallic acid derivatives (18-20), two phenolic derivatives (4, 22) and a 1-O-benzyl-β-d-glucopyranose (21) isolated from the leaves of Sonneratia ovata. Their chemical structures were established by spectroscopic data, as well as high resolution mass spectra and comparison with literature data. The in vitro acetylcholinesterase (AChE) inhibition and cytotoxic activities against HeLa (human epithelial carcinoma), NCI-H460 (human lung cancer), MCF-7 (human breast cancer) cancer cell lines and PHF (primary human fibroblast) cell were evaluated on some extracts and purified compounds at a concentration of 100 μg/mL. Compounds (5, 6, 23) exhibited cytotoxicity against the MCF-7 cell line with the IC50 values of 146.9±9.0, 114.5±7.2, and 112.8±9.4 μM, respectively, while they showed nontoxic with the normal cell (PHF) with IC50s >277 μM. Among 15 tested compounds, (S)-rhodolatouchol (22) showed inhibition against AChE with an IC50 value of 96.1±14.5 μM.
Department of Basic Science, University of Medicine and Pharmacy-Ho Chi Minh City, Vietnam.
Thi-Hoai-Thu
TH
Nguyen
Department of Organic Chemistry, VNUHCM-University of Science, 227 Nguyen Van Cu Str., Dist. 5, Ho Chi Minh City, Vietnam.
Huu-Viet-Thong
HV
Pham
Department of Environmental Science, Saigon University, Ho Chi Minh City, Vietnam.
Nguyen-Kim-Tuyen
NK
Pham
Department of Biology, VNUHCM-University of Science, Ho Chi Minh City, Vietnam.
Ngo-Diem-Phuong
ND
Quach
Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand.
Khanitha
K
Pudhom
Department of Science, Systems and Models, Roskilde University, Roskilde, Denmark.
Poul Erik
PE
Hansen
Department of Organic Chemistry, VNUHCM-University of Science, 227 Nguyen Van Cu Str., Dist. 5, Ho Chi Minh City, Vietnam. Electronic address: kimphiphung@yahoo.fr.
Kim-Phi-Phung
KP
Nguyen
D000110:Acetylcholinesterase / Q000378:metabolism; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002800:Cholinesterase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010944:Plants / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D002800:Cholinesterase Inhibitors; D000110:Acetylcholinesterase
Acetylcholinesterase inhibition; Cerebroside; In vitro cytotoxicity; Phenolics; Sonneratia ovata; Sonneratiaceae