Kaempferol acetylrhamnosides from the rhizome of Dryopteris crassirhizoma and their inhibitory effects on three different activities of human immunodeficiency virus-1 reverse transcriptase.
Three new kaempferol glycosides, called crassirhizomosides A (1), B (2) and C (3), were isolated from the rhizome of Dryopteris crassirhizoma (Aspidiaceae), together with the known kaempferol glycoside, sutchuenoside A (4). The structures of 1-3 were determined as kaempferol 3-alpha-L-(2,4-di-O-acetyl)rhamnopyranoside-7-alpha-L-rhamnopyranoside, kaempferol 3-alpha-L-(3,4-di-O-acetyl)rhamnopyranoside, and kaempferol 3-alpha-L-(2,3-di-O-acetyl)rhamnopyranosside-7-alpha-L-rhamnopyranoside, respectively, by chemical and spectroscopic means. Inhibitory effects of 1-4 and kaempferol on human immunodeficiency virus reverse transcriptase-associated DNA polymerase (RNA-dependent DNA polymerase and DNA-dependent DNA polymerase) and RNase H activities were investigated.
Min
B S
BS
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Sugitani, Japan.
Tomiyama
M
M
Ma
C M
CM
Nakamura
N
N
Hattori
M
M
D002241:Carbohydrates / Q000032:analysis; D004791:Enzyme Inhibitors / Q000302:isolation & purification / Q000494:pharmacology; D005419:Flavonoids; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D015497:HIV-1 / Q000201:enzymology*; D006868:Hydrolysis; D044949:Kaempferols; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol; D019384:Nucleic Acid Synthesis Inhibitors; D010936:Plant Extracts / Q000494:pharmacology; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011794:Quercetin / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D012318:RNA Polymerase I / Q000037:antagonists & inhibitors; D018894:Reverse Transcriptase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D016914:Ribonuclease H / Q000037:antagonists & inhibitors; D012997:Solvents; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D002241:Carbohydrates; D004791:Enzyme Inhibitors; D005419:Flavonoids; D006027:Glycosides; D044949:Kaempferols; D019384:Nucleic Acid Synthesis Inhibitors; D010936:Plant Extracts; D018894:Reverse Transcriptase Inhibitors; D012997:Solvents; C436723:crassirhizomoside A; C436722:crassirhizomoside B; C436721:crassirhizomoside C; C006552:kaempferol; D011794:Quercetin; D012318:RNA Polymerase I; D016914:Ribonuclease H; D000432:Methanol