Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius.
Further chemical investigation of the Chinese medicinal fungus Phellinus igniarius has resulted in the isolation and structural elucidation of three pyrano[4,3-c]isochromen-4-one derivatives, phelligridins H (1), I (2), and J (3), together with the known compounds davallialactone (4), scopolin, nebularine, uridine, trehalose, glucitol, and ethyl glucoside. The structures of 1-3 were elucidated by spectroscopic methods. Phelligridins H (1) and I (2) possess unprecedented carbon skeletons, and phelligridin J (3) is an oxidative derivative of the co-occurring phelligridin A. Compounds 1 and 2 inhibited protein tyrosine phosphatase 1B (PTP1B) and rat liver microsomal lipid peroxidation, while compound 3 exhibited cytotoxic activity against several human cancer cell lines.
Wang
Ying
Y
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College (Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education), Beijing, PR China.
Shang
Xiao-Ya
XY
Wang
Su-Juan
SJ
Mo
Shun-Yan
SY
Li
Shuai
S
Yang
Yong-Chun
YC
Ye
Fei
F
Shi
Jian-Gong
JG
He
Lan
L
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002681:China; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015227:Lipid Peroxidation / Q000187:drug effects; D008099:Liver / Q000187:drug effects; D015394:Molecular Structure; D011124:Polyporaceae / Q000737:chemistry*; D017027:Protein Tyrosine Phosphatases / Q000037:antagonists & inhibitors; D051381:Rats
D000970:Antineoplastic Agents; D001578:Benzopyrans; C518557:phelligridin H; C518559:phelligridin I; C518558:phelligridin J; D017027:Protein Tyrosine Phosphatases