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Phytochemistry ; 224: 114167, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38810816

ABSTRACT

Garciyunnanones A-R (1-18), eighteen undescribed caged polycyclic polyprenylated acylphloroglucinols, two undescribed biogenetic congeners (19-20), and nineteen known analogues (21-39), were isolated from the stem barks of Garcinia yunnanensis Hu. All of these isolates are decorated with a C-5 lavandulyl substituent. Their structures and absolute configurations were confirmed by HRESIMS, 1D & 2D NMR spectroscopic analysis, quantum chemical calculations of electronic circular dichroism data, and single-crystal X-ray diffraction analysis. The X-ray crystallographic data of ten isolated caged compounds ascertained the absolute configuration of C-23 in the lavandulyl as S. The cytotoxicity on three cancer cell lines and the anti-nonalcoholic steatohepatitis activity of the isolates were tested. In a free fatty acid-induced L02 cell model, compounds 33 and 39 decreased intracellular lipid accumulation significantly.


Subject(s)
Antineoplastic Agents, Phytogenic , Garcinia , Phloroglucinol , Garcinia/chemistry , Humans , Phloroglucinol/chemistry , Phloroglucinol/pharmacology , Phloroglucinol/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Molecular Structure , Drug Screening Assays, Antitumor , Cell Line, Tumor , Models, Molecular , Structure-Activity Relationship , Cell Proliferation/drug effects , Plant Bark/chemistry
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