Racemosins A and B,two novel bisindole alkaloids from the green alga Caulerpa racemosa |
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| Institution: | 1. School of Pharmacy, Nanchang University, 461 Bayi Road, Nanchang 330006, PR China;2. Institute of Translational Medicine, Nanchang University, Nanchang 330031, PR China;3. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, PR China;1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zu Chong Zhi Road 555, Shanghai 201203, China;2. Dipartimento di Farmacia, Università di Napoli ‘Federico II’, Via D. Montesano, 49, 80131 Napoli, Italy;3. Syngenta Jealotts Hill International Research Centre, Berkshire RG42 6EY, United Kingdom;4. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China |
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| Abstract: | Racemosin A (1), a structurally unique bisindole alkaloid possessing the seco-indolo3,2-a]carbazole skeleton with two uncommon indolinenone units both conjugated with a methyl propenoate moiety, and its unusual cyclized derivative, racemosin B (2), were isolated from the green alga Caulerpa racemosa, together with the most commonly encountered pigment in the genus Caulerpa, caulerpin (3). Their structures were elucidated by extensive spectroscopic analysis and by comparison with data for related known compounds. A plausible biosynthetic pathway of 1 and 2 was proposed. In a neuro-protective assay, compound 1 significantly attenuated the Aβ25–35-induced SH-SY5Y cell damage with a 14.6% increase in cell viability at the concentration of 10 μM when compared to epigallocatechin gallate (EGCG, 16.57% increase at 10 μM) as the positive control. |
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