title: Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata.
abstract: The aerial parts of Maytenus undata yielded four new 12-oleanene and 3,4-seco-12-oleanene triterpene acids, namely, 3-oxo-11alpha-methoxyolean-12-ene-30-oic acid (1), 3-oxo-11alpha-hydroxyolean-12-ene-30-oic acid (2), 3-oxo-olean-9(11), 12-diene-30-oic acid (3), and 3,4-seco-olean-4(23),12-diene-3, 29-dioic acid (20-epi-koetjapic acid) (5), together with the known 3, 11-dioxoolean-12-ene-30-oic acid (3-oxo-18beta-glycyrrhetinic acid) (4), koetjapic acid (6), and the 12-oleanene artifact 3-oxo-11alpha-ethoxyolean-12-ene-30-oic acid (7). Koetjapic acid (6) inhibited the growth of Staphylococcus aureus, methicillin-resistant S. aureus, and Pseudomonas aeruginosa, with an MIC range of 3.125-6.25 microg/mL. The new 3,4-secotriterpene acid 20-epi-koetjapic acid (5) potently inhibited rat neonatal brain microglia phorbol ester-stimulated thromboxane B(2) (IC(50) = 0.5 microM) and superoxide anion (IC(50) = 1.9 microM) generation.
authors.affiliation: Medicinal, Aromatic and Poisonous Plants Research Center (MAPPRC) and Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia.
authors.forename: I
authors.initials: I
authors.lastname: Muhammad
authors.forename: K A
authors.initials: KA
authors.lastname: El Sayed
authors.forename: J S
authors.initials: JS
authors.lastname: Mossa
authors.forename: M S
authors.initials: MS
authors.lastname: Al-Said
authors.forename: F S
authors.initials: FS
authors.lastname: El-Feraly
authors.forename: A M
authors.initials: AM
authors.lastname: Clark
authors.forename: C D
authors.initials: CD
authors.lastname: Hufford
authors.forename: S
authors.initials: S
authors.lastname: Oh
authors.forename: A M
authors.initials: AM
authors.lastname: Mayer
mesh_terms: D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002478:Cells, Cultured; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D010946:Plants, Medicinal / Q000737:chemistry*; D012529:Saudi Arabia; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013237:Stereoisomerism; D014315:Triterpenes / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D014315:Triterpenes