New labdene iterpenes from Eupatorium glutinosum.
The new diterpene glucoside 3,15-dihydroxy-ent-labd-7-en-17-oic acid 3-O-beta-D-glucoside (1) and its aglycone (2) have been isolated from Eupatorium glutinosum. The structures were determined by IR, one- and two-dimensional NMR, high-resolution mass spectrometry, chemical transformations, and comparison of spectroscopic data with closely related diterpenes. Crude extracts showed antimicrobial and cytotoxic activities, but compounds 1 and 2 showed only antimicrobial activity. These results support the vernacular medicinal use of the plant as an antimicrobial.
El-Seedi
Hesham R
HR
Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Sata
Noriko
N
Torssell
Kurt B G
KB
Nishiyama
Shigeru
S
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D001409:Bacillus cereus / Q000187:drug effects; D002855:Chromatography, Thin Layer; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004484:Ecuador; D004926:Escherichia coli / Q000187:drug effects; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006868:Hydrolysis; D008968:Molecular Conformation; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D014407:Tumor Cells, Cultured / Q000187:drug effects
C461043:3,15-dihydroxy-ent-labd-7-en-17-oic acid; C458539:3,15-dihydroxy-ent-labd-7-en-17-oic acid 3-O-glucoside; D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; D005960:Glucosides