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Terreusinone, a novel UV-A protecting dipyrroloquinone from the marine algicolous fungus Aspergillus terreus |
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| Authors: | Sang Mi LeeXi Feng Li Hualiang JiangJia Gao Cheng Seeyearl SeongHong Dae Choi Byeng Wha Son |
| Affiliation: | a Department of Chemistry, Pukyong National University, Busan 608-737, Republic of Korea b Department of Medicinal Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 200031, People's Republic of China c Computer Aided Molecular Design Research Center, Soongsil University, Seoul 156-743, Republic of Korea d Department of Chemistry, Dongeui University, Busan 614-714, Republic of Korea |
| Abstract: | A novel chiral dipyrrolobenzoquinone derivative, terreusinone (1), has been isolated as a potent UV-A protectant from the marine algicolous fungus Aspergillus terreus. The structure and absolute stereochemistry of the new compound was established by spectral interpretation, Horeau's method and quantum chemistry calculations as 2,6-bis[(1R)-1-hydroxyisobutyl]-1H,5H-pyrrolo[2,3-b]indole-4,8-dione (1). Compound 1 exhibited a UV-A absorbing activity with ED50 value of 70 μg/mL. |
| Keywords: | Aspergillus terreus marine algicolous fungus terreusinone dipyrroloquinone UV-A protection quantum chemistry calculation |
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