Chemical constituents of propolis from Myanmar and their preferential cytotoxicity against a human pancreatic cancer cell line.
A methanolic extract of propolis obtained in Myanmar was found to inhibit PANC-1 human pancreatic cancer cells preferentially under nutrient-deprived conditions (NDM), with a PC(50) value of 9.3 microg/mL. Bioactivity-guided fractionation of the extract led to the isolation of two new cycloartane-type triterpenes, (22Z,24E)-3-oxocycloart-22,24-dien-26-oic acid (1) and (24E)-3-oxo-27,28-dihydroxycycloart-24-en-26-oic acid (2), together with 13 cycloartanes (3-13) and four known prenylated flavanones (14-17). Among these, compound 1 exhibited the most potent preferential cytotoxicity (PC(50) 4.3 microM) in a concentration- and time-dependent manner. Furthermore, 1 induced apoptosis-like morphological changes of PANC-1 cells within 24 h of treatment.
Li
Feng
F
Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan.
Awale
Suresh
S
Zhang
Hongyan
H
Tezuka
Yasuhiro
Y
Esumi
Hiroyasu
H
Kadota
Shigetoshi
S
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D002052:Myanmar; D010190:Pancreatic Neoplasms; D011429:Propolis / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
C543991:3-oxo-27,28-dihydroxycycloart-24-en-26-oic acid; C543990:3-oxocycloart-22,24-dien-26-oic acid; D000972:Antineoplastic Agents, Phytogenic; D014315:Triterpenes; D011429:Propolis