title: Two Unusual Polycyclic Polyprenylated Acylphloroglucinols, Including a Pair of Enantiomers from Garcinia multiflora.
abstract: Two polycyclic polyprenylated acylphloroglucinols, garcimulins A and B ((±)-1 and 2), including a pair of enantiomers with the unique caged tetracyclo[5.4.1.1(1,5).0(9,13)]tridecane skeleton were isolated from Garcinia multiflora. Their structures and absolute configurations were determined by extensive analysis of spectroscopic data and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 exhibited cytotoxic activities against five human cancer cell lines in vitro (IC50 3.42-13.23 μM). The acidification of lysosomes in HeLa cell was obviously affected by compound 2.
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Yi-Min
authors: YM
authors: Fan
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Ping
authors: P
authors: Yi
authors: ‡State Key Laboratory of Molecular Developmental Biology, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, Beijing 100101, P. R. China.
authors: Yang
authors: Y
authors: Li
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Chen
authors: C
authors: Yan
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Tao
authors: T
authors: Huang
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Wei
authors: W
authors: Gu
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Yuan
authors: Y
authors: Ma
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Lie-Jun
authors: LJ
authors: Huang
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Jian-Xin
authors: JX
authors: Zhang
authors: ‡State Key Laboratory of Molecular Developmental Biology, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, Beijing 100101, P. R. China.
authors: Chong-Lin
authors: CL
authors: Yang
authors: §State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China.
authors: Yan
authors: Y
authors: Li
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.
authors: Chun-Mao
authors: CM
authors: Yuan
authors: †The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002, P. R. China.|§State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China.
authors: Xiao-Jiang
authors: XJ
authors: Hao
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D029760:Garcinia / Q000737:chemistry*; D018922:HL-60 Cells; D006367:HeLa Cells; D006801:Humans; D008247:Lysosomes / Q000187:drug effects; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000972:Antineoplastic Agents, Phytogenic; C000601151:garcimulin A; C000601153:garcimulin B; D010696:Phloroglucinol