黄烷酮、呫吨酮和螺苯并呋喃的合成：它们的抗菌和抗真菌活性。
The synthesis of xanthones, xanthenediones, and spirobenzofurans: their antibacterial and antifungal activity.
机构信息
Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Box Wits 2050, South Africa.
出版信息
Bioorg Med Chem Lett. 2011 Dec 1;21(23):7085-8. doi: 10.1016/j.bmcl.2011.09.088. Epub 2011 Oct 1.
Exposure of the phenol, (5-bromo-2-hydroxyphenyl)(2,4,5-trimethoxyphenyl)methanone 18 to ceric ammonium nitrate (CAN) resulted in the formation of 7-bromo-3,4a-dimethoxy-2H-xanthene-2,9(4aH)-dione 19 and 5-bromo-2',5'-dimethoxy-3H-spiro[benzofuran-2,1'-cyclohexa[2,5]diene]-3,4'-dione 20. The brominated spirobenzofuran 20 was then subjected to Suzuki-Miyaura reactions to give six derivatives 22a-f. These compounds, related diones and xanthones displayed mostly noteworthy antimicrobial activity, particularly towards the yeasts Cryptococcus neoformans and Candida albicans. Diones 15 and 30 displayed significant activity (7.8 μg/mL) against C. albicans and C. neoformans, respectively. Furthermore, dione 10 displayed the most significant activity (3.6 μg/mL) against both yeasts.
将（5-溴-2-羟基苯基）（2,4,5-三甲氧基苯基）甲酮 18 暴露于硝酸铈铵（CAN）中，导致形成 7-溴-3,4a-二甲氧基-2H-呫吨-2,9(4aH)-二酮 19 和 5-溴-2',5'-二甲氧基-3H-螺[苯并呋喃-2,1'-环己二烯]-3,4'-二酮 20。然后，将溴化螺苯并呋喃 20 进行铃木-宫浦反应，得到六个衍生物 22a-f。这些化合物、相关的二酮和呫吨酮表现出相当显著的抗菌活性，特别是对酵母新生隐球菌和白色念珠菌。二酮 15 和 30 对白色念珠菌和新生隐球菌的活性分别为 7.8 μg/mL 和 7.8 μg/mL。此外，二酮 10 对两种酵母的活性最为显著（3.6 μg/mL）。
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