Anti- Pseudomonas aeruginosa xanthones from the resin and green fruits of Cratoxylum cochinchinense

• Published in: Tetrahedron Vol. 65; no. 15; pp. 3003 - 3013
• Main Authors: Boonnak, Nawong, Karalai, Chatchanok, Chantrapromma, Suchada, Ponglimanont, Chanita, Fun, Hoong-Kun, Kanjana-Opas, Akkharawit, Chantrapromma, Kan, Kato, Shigeru
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 11.04.2009; Elsevier
• Subjects: 1,3,7-Trihydroxyxanthone; 1,3,7-Trioxygenated xanthone; Antibacterial activity; Antifungal activity; Biological and medical sciences; Chemistry; Chemistry, Organic; Cratoxylum cochinchinense; General pharmacology; Medical sciences; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Physical Sciences; Pseudomonas aeruginosa; Science & Technology; Cratoxylum cochinchinense; Antifungal activity; Antibacterial activity; Pseudomonas aeruginosa; 1,3,7-Trioxygenated xanthone; 1,3,7-Trihydroxyxanthone; PRENYLATED XANTHONES; BACTERIAL; DERIVATIVES; Pseudomonadales; Xanthone; Fruit; Natural resin; Molecular structure; X ray diffraction; Characterization; Antifungal agent; Bacteria; Pseudomonadaceae; Isolation; Antibacterial agent; Spectrophotometry
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2009.01.083

Cochinchinones I–L ( 1– 3 and 13) along with 11 known xanthones ( 4– 12, 14, and 15) were isolated from the resin and green fruits of Cratoxylum cochinchinense. In addition, four new acetylated compounds ( 16– 19) were derivatized from 7-geranyloxy-1,3-dihydroxyxanthone ( 14) and 3-geranyloxy-1,7-dihydroxyxanthone ( 15). All compounds were characterized on the basis of spectroscopic analyses. The structures of cochinchinone I ( 1), a monoacetate ( 18) and a dibrosylate ( 20), were also confirmed by X-ray diffraction analysis. The antibacterial and antifungal activities of selected compounds were evaluated as well. Cochinchinones I–L ( 1– 3 and 13) along with 11 known xanthones ( 4– 12, 14, and 15) were isolated from the resin and green fruits of Cratoxylum cochinchinense. In addition, four new acetylated compounds ( 16– 19) were derivatized from 7-geranyloxy-1,3-dihydroxyxanthone ( 14) and 3-geranyloxy-1,7-dihydroxyxanthone ( 15). All compounds were characterized on the basis of spectroscopic analyses. The structures of cochinchinone I ( 1), a monoacetate ( 18) and a dibrosylate ( 20), were also confirmed by X-ray diffraction analysis. The antibacterial and antifungal activities of selected compounds were evaluated as well. [Display omitted]