Antimicrobial activities of the bromophenols from the red alga Odonthalia corymbifera and some synthetic derivatives

作者：Oh Ki Bong; Lee Ji Hye; Chung Soon Chun; Shin Jongheon; Shin Hee Jae; Kim Hye Kyeong; Lee Hyi Seung^*

来源：Bioorganic & Medicinal Chemistry Letters, 2008, 18(1): 104-108.

DOI：10.1016/j.bmcl.2007.11.003

• bromophenol
• red alga
• structure-activity relationship
• antimicrobial

A series of bromophenols was obtained by isolation from red alga Odonthalia corymbifera and by reactions of bis(hydroxyphenyl)methanes with bromine. New bromophenols including 3,3,5,5'-tetrabromo-2,2',4,4'-tetrahydroxydiphenylmethane (10), a regioisomer of the potent antimicrobial natural product, together with known derivatives were synthesized in high yield. All of the isolated and synthesized compounds were tested for antimicrobial activity against Gram-negative, Gram-positive bacteria and fungi. The preliminary structure-activity relationship, to elucidate the essential structure requirements for antimicrobial activity, has been described. Among the isolated natural products 2,2',3,3'-tetrabromo-4,4',5,5'-tetrahydroxydiphenylmethane (4) was found to be the most active derivative against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum, and Trichophyton mentagrophytes. The synthetic bromophenols 3,3'-dibromo-6,6'-dihydroxydiphenylmethane (13) and 3,3',5,5'-tetrabromo-6, 6'-dihydroxydiphenylmethane (14) showed potent antibacterial effect against Staphylococcus aureus, Bacillus subtilis, Micrococcus luteus. Proteus vulgaris, and Salmonella typhimurium.

• 出版日期2008-1-1