Isolation, Structure Elucidation, and Absolute Configuration of Highly Oxygenated Germacranolides from Carpesium cernuum.
The new highly oxygenated germacranolides cernuumolides A-J (1-10) and the known compounds 11-20 were isolated from Carpesium cernuum. Among these compounds, 1-4 are 11-methoxymethylgermacranolides and 5-7 as well as 11-17 are 2,9-hemiacetal-linked germacranolides. Their structures were elucidated using NMR and HRESIMS analyses, and X-ray diffraction studies were used to confirm the absolute configurations of 1, 2, 5, 6, 8, and 9. Cernuumolides A-J were evaluated for their in vitro cytotoxicity against the A549, HCT116, MDA-MB-231, and BEL7404 cell lines, and 8 exhibited moderate cytotoxicity with IC50values in the 0.87-2.02 μM range.
School of Traditional Chinese Medicine, China Pharmaceutical University , Nanjing 210009, People's Republic of China.|Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Qing-Xin
QX
Liu
Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Yong-Xun
YX
Yang
Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Jian-Ping
JP
Zhang
Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Li-Ping
LP
Chen
Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Yun-Heng
YH
Shen
Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.
Hui-Liang
HL
Li
School of Traditional Chinese Medicine, China Pharmaceutical University , Nanjing 210009, People's Republic of China.|Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University , Shanghai 200433, People's Republic of China.|Shanghai Institute of Pharmaceutical Industry , Shanghai 200400, People's Republic of China.
Wei-Dong
WD
Zhang
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045325:HCT116 Cells; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010100:Oxygen / Q000737:chemistry*; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D045788:Sesquiterpenes, Germacrane; C432449:germacranolide; D010100:Oxygen