Substolides A-G, germacrane sesquiterpenoids from Salvia substolonifera.
Chemical investigation of the whole plants of Salvia substolonifera E.Peter yielded seven germacrane sesquiterpenoids, substolides A-G (1-7), an ethoxylated artifact (8), and two known analogues, 6β-tigloyloxyglechomafuran (9) and castanin F (10). Four germacrane 8-acetylation derivatives (1a-4a) were obtained by chemical transformation. Their structures and relative or absolute configurations were elucidated by intensive spectroscopic methods, and single-crystal X-ray diffraction analysis. Compounds 1a-4a, and 5-10 were evaluated for their in vitro anti-angiogenic effects. Compounds 7 and 9 significantly inhibited VEGF-induced human umbilical vein endothelial cell (HUVEC) proliferation in vitro, with IC50 values of 16.15 ± 0.19, and 4.03 ± 0.26 μM, respectively. The structure activity relationship of these compounds is discussed.
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Lianglian
L
Fang
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Weiwei
W
Lin
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Guanguan
G
Qiu
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Yuan
Y
Cai
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Pengcheng
P
Yan
Wenzhou University, Wenzhou 325035, People's Republic of China.
Xiaoqing
X
Cai
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Wencan
W
Li
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China.
Hongfeng
H
Tu
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, People's Republic of China. Electronic address: jianyd@wmu.edu.cn.
Jianyong
J
Dong
D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D061307:Human Umbilical Vein Endothelial Cells / Q000187:drug effects; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D027544:Salvia / Q000737:chemistry*; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D042461:Vascular Endothelial Growth Factor A / Q000494:pharmacology
D004365:Drugs, Chinese Herbal; D045788:Sesquiterpenes, Germacrane; D042461:Vascular Endothelial Growth Factor A
Acetylation; Anti-angiogenic effect; Germacrane; Lamiaceae; Salvia substolonifera E.Peter; Sesquiterpenoid