Noviany, Noviany and Samadi, Arash and Carpenter, Evan L. and Abugrain, Mostafa E. and Hadi, Sutopo and Purwitasari, Neny and Indra, Gitali and Indra, Arup and Mahmud, Taifo (2021) Korespondensi Publikasi Artikel JNOM: Structural Revision of Sesbagrandiflorains A and B, and Synthesis and Biological Evaluation of 6-Methoxy-2-arylbenzofuran Derivatives, 2021. Springer.

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Sesbagrandiflorains A (1) and B (2), isolated from the stem bark of the Indonesian fabaceous plant Sesbania grandiflora, were reported to be 6-methoxy-2-(2´,3´-dihydroxy-5´-methoxyphenyl)-1-benzofuran-3-carbaldehyde and 6-hydroxy-2-(2´,3´-dihydroxy-5´-methoxyphenyl)-1-benzofuran-3-carbaldehyde, respectively. However, based on reevaluation of their 1D and 2D NMR data, the chemical structures of 1 and 2 have been revised to 4-hydroxy-2-(4´-hydroxy-2´-methoxyphenyl)-6-methoxybenzofuran-3-carbaldehyde and 4-hydroxy-2-(4´-hydroxy-2´-hydroxyphenyl)-6-methoxybenzofuran-3-carbaldehyde, respectively. In addition, seven new derivatives of 1 have been synthesized from the natural product in good yields (65 − 93%). The chemical structures of the synthetic compounds—one diester (6), four ethers (7–10), one secondary amine (11), and one oxime (12)—were confirmed by MS and NMR analysis. Compound 6 exhibited moderate antibacterial activity against the plant pathogen Rhodococcus fascians with a MIC of 0.1 mg/mL. Compounds 8 and 12 demonstrated respectable cytotoxicity against A375 melanoma cancer cells line with the relative IC50 values of 22.8 and 32.7 μM, respectively.

Item Type: Other
Subjects: Q Science > QD Chemistry
Divisions: Fakultas Matematika dan Ilmu Pengetahuan Alam (FMIPA) > Prodi Kimia
Depositing User: Dr Noviany
Date Deposited: 11 Oct 2021 00:58
Last Modified: 11 Oct 2021 00:58

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