Journal of Natural Products · 1996 · 216 citations · 12 references
Life SciencesMedicinal ChemistryPharmacologyMolecular VirologyStructure-activity RelationshipsVirologyAntiretroviral TherapyAntiviral ImmunityAntiviral PharmacologyEnzyme InhibitionMedicinal PlantsStructure-activity Relationship AnalysisActive Compound IsolationAntiviral Natural ProductsAntiviral Structure-activity RelationshipsBioassay-guided Fractionation
The methanol extract from the whole plant of Geum japonicum was found to inhibit the human immunodeficiency virus (HIV-1) protease. Through bioassay-directed fractionation of the extract, a new triterpene acid along with five known triterpene acids, ursolic acid, epipomolic acid, maslinic acid, euscaphic acid, and tormentic acid, were isolated. The structure of the new compound was determined by spectral means including 1H-1H COSY, HMQC, HMBC, and NOE experiments to be 2 alpha, 19 alpha-dihydroxy-3-oxo-12-ursen-28-oic acid (1). Of these compounds, 1, ursolic acid, and maslinic acid showed potent inhibitory activity against HIV-1 protease.
12
β-glucosyl esters of 19α-hydroxyursolic acid derivatives in leaves of Rubus species
Takashi Seto, Takashi Tanaka, Osamu Tanaka et al. · Phytochemistry · 1984 · 113 citations
Shujiro Seo, Yutaka Tomita, Kazuo Tori · Journal of the Chemical Society Chemical Communications · 1975 · 51 citations
Gemins D, E and F, ellagitannins from Geum japonicum
Takashi Yoshida, Yasuhiko Maruyama, M. Usman Memon et al. · Phytochemistry · 1985 · 42 citations