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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Photoprotective zoanthamine derivatives from the cultured zoantharian zoanthus sansibaricus
Yih-Fung Chen1,2,3, Shu-Rong Chen4, Yi Chen4
1Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan.
Abstract:
Zoanthus sansibaricus is a marine invertebrate native to the Indian and North Pacific Oceans. A chemical investigation of Z. sansibaricus, cultured in an aquafarm, led to the isolation of two new zoanthamine derivatives, named 3β-hydroxyzoanthamine (1) and 3α-hydroxynorzoanthaminone (2), along with five known derivatives (3‒7). Their structures were elucidated through quantum chemical calculations and a detailed analysis of spectroscopic data, including mass, IR, and NMR spectra. New compounds 1 and 2 represent additional examples of the oxidation of zoanthamine derivatives. The potential photoprotective effect of all isolated alkaloids (1‒7) was evaluated against UVA-induced damage in human dermal fibroblasts. Among the tested compounds, only 26-norzoanthamine (4) significantly attenuated UVA-induced oxidative stress. Notably, this antioxidant activity did not translate into sustained cell viability protection at 72 hours post-irradiation, suggesting that the photoprotective mechanism of compound 4 is limited to acute oxidative stress attenuation.
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