Zizimauritic acids A–C, three novel nortriterpenes from Ziziphus mauritiana

• Published in: Bioorganic & medicinal chemistry letters Vol. 22; no. 20; pp. 6377 - 6380
• Main Authors: Ji, Chang-Jiu, Zeng, Guang-Zhi, Han, Jing, He, Wen-Jun, Zhang, Yu-Mei, Tan, Ning-Hua
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 15.10.2012; Elsevier
• Subjects: acids; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antibacterial activity; Antibacterial agents; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; betulinic acid; biochemical pathways; Biological and medical sciences; Cell Line, Tumor; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Cytotoxicity; Humans; Indexing in process; inhibitory concentration 50; Life Sciences & Biomedicine; Medical sciences; Neoplasms - drug therapy; Nortriterpene; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Physical Sciences; Plant Roots - chemistry; roots; Science & Technology; Staphylococcal Infections - drug therapy; Staphylococcus aureus; Staphylococcus aureus - drug effects; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; Zizimauritic acids A–C; Ziziphus - chemistry; Ziziphus mauritiana; Cytotoxicity; Antibacterial activity; Ziziphus mauritiana; Nortriterpene; Zizimauritic acids A–C; LEAVES; Zizimauritic acids A-C; CYCLOPEPTIDE ALKALOIDS; TRITERPENE; Terpenoid; Biological activity; Dicotyledones; Angiospermae; Triterpene; Spermatophyta; Rhamnaceae; Antibacterial agent
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2012.08.074

Zizimauritic acids A–C (1–3), three novel nortriterpenes with a unique A-nor-E-seco spiro-lactone ceanothane-type triterpene skeleton, together with 3 known triterpenes ceanothenic acid (4), betulinic acid (5), and ceanothic acid (6), were isolated from the roots of Ziziphus mauritiana. Compounds 1–4 showed cytotoxicities with the IC50 values ranging from 5.05 to 11.94μg/ml, and compounds 1 and 3 showed an inhibitory effect on the growth of Staphylococcus aureus with the IC50 values 2.17 and 12.79μg/ml. A plausible biosynthetic pathway of compounds 1-3 was proposed.