Bioactive constituents of the seeds of Brucea javanica.

Abstract

A new quassinoid, yadanziolide S (1), was isolated from the seeds of the traditional Chinese medicinal herb, Brucea javanica, along with ten known compounds, flazin, bruceine D, yadanziolide B, bruceoside A, yadanziolide S, yadanzigan, glycerol 1,3-bisoleate, azelaic acid, (+/-)-8-hydroxyhexadecanoic acid, and vanillin. Compound 1 is the first quassinoid to have been isolated from B. javanica without a methyleneoxy bridge between C-8 and C-13, and its structure was determined using spectroscopic methods, and confirmed by single-crystal X-ray diffraction. All isolates were evaluated for their potential to induce human promyelocytic leukemia (HL-60) cell differentiation, and to inhibit cyclooxygenase-1 (COX-1), -2 (COX-2), and 7,12-dimethylbenz[a]anthracene (DMBA)-induced lesions in a mouse mammary organ culture model.

• Authors: Bao-Ning Su, Leng Chee Chang, Eun Jung Park, Muriel Cuendet, Bernard D Santarsiero, Andrew D Mesecar, Rajendra G Mehta, Harry H S Fong, John M Pezzuto, A Douglas Kinghorn
• Journal: Planta medica (Planta Med) Vol. 68 Issue 8 Pg. 730-3 (Aug 2002) ISSN: 0032-0943 [Print] Germany
• PMID: 12221597 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Antineoplastic Agents, Phytogenic
• Diterpenes
• Plant Extracts
• Pyrans
• standishinal

Topics

• Animals
• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Brucea (chemistry)
• Cell Differentiation (drug effects)
• Diterpenes (chemistry, isolation & purification, pharmacology)
• Humans
• Mice
• Molecular Structure
• Organ Culture Techniques
• Plant Extracts (chemistry)
• Plants, Medicinal (chemistry)
• Pyrans (chemistry, pharmacology)
• Seeds (chemistry)
• Tumor Cells, Cultured