TY - JOUR
T1 - Structure characterization and biological activity of 2-arylbenzofurans from an Indonesian plant, Sesbania grandiflora (L.) Pers
AU - Noviany, Noviany
AU - Samadi, Arash
AU - Yuliyan, Nita
AU - Hadi, Sutopo
AU - Aziz, Muhammad
AU - Purwitasari, Neny
AU - Mohamad, Suriyati
AU - Ismail, Nur Najihah
AU - Gable, Kevin P.
AU - Mahmud, Taifo
N1 - Funding Information:
The authors thank the Directorate of Research and Community Services , The Ministry of Research, Technology and Higher Education, Republic of Indonesia for providing funds through PSN Grant (No. 393/UN26.21/PN/2018 ) and WCP Program-Scheme B 2018 (No. 123.44/D2.3/KP/2018 ). Cytoxicity assay was performed in the Oregon State University College of Pharmacy High Throughput Screening Services Facility. We acknowledge the support of the Oregon State University NMR Facility funded in part by the National Institutes of Health , HEI Grant 1S10OD018518 , and by the M. J. Murdock Charitable Trust grant #2014162 . Appendix A
Funding Information:
The authors thank the Directorate of Research and Community Services, The Ministry of Research, Technology and Higher Education, Republic of Indonesia for providing funds through PSN Grant (No. 393/UN26.21/PN/2018) and WCP Program-Scheme B 2018 (No. 123.44/D2.3/KP/2018). Cytoxicity assay was performed in the Oregon State University College of Pharmacy High Throughput Screening Services Facility. We acknowledge the support of the Oregon State University NMR Facility funded in part by the National Institutes of Health, HEI Grant 1S10OD018518, and by the M. J. Murdock Charitable Trust grant #2014162.
Publisher Copyright:
© 2019 Phytochemical Society of Europe
PY - 2020/2
Y1 - 2020/2
N2 - A new 2-arylbenzofuran, sesbagrandiflorain C (1), together with four known compounds, 2-(3,4-dihydroxy-2-methoxyphenyl)-4-hydroxy-6-methoxybenzofuran-3-carbaldehyde (2), 2-(4-hydroxy-2-methoxyphenyl)-5,6-dimethoxybenzofuran-3-carboxaldehyde (3), sesbagrandiflorain A (4) and sesbagrandiflorain B (5), have been isolated from the stem bark of an Indonesian plant, Sesbania grandiflora (L.) Pers. The chemical structure of compound 1 was elucidated by UV, IR, MS, and NMR spectroscopic techniques. The proton and carbon NMR resonances of 1 were also compared with the predicted chemical shifts obtained from DFT quantum mechanical calculations with Gaussian. None of the compounds showed antibacterial activity against Bacillus subtilis, Escherichia coli, Mycobacterium smegmatis, Pseudomonas aeruginosa, and Staphylococcus aureus in an agar diffusion assay. However, sesbagrandiflorains A (4) and B (5) exhibited moderate activity against Mycobacterium tuberculosis H37Rv. In addition, compounds 1 – 5 have moderate cytotoxicity against HeLa, HepG2, and MCF-7 cancer cell lines.
AB - A new 2-arylbenzofuran, sesbagrandiflorain C (1), together with four known compounds, 2-(3,4-dihydroxy-2-methoxyphenyl)-4-hydroxy-6-methoxybenzofuran-3-carbaldehyde (2), 2-(4-hydroxy-2-methoxyphenyl)-5,6-dimethoxybenzofuran-3-carboxaldehyde (3), sesbagrandiflorain A (4) and sesbagrandiflorain B (5), have been isolated from the stem bark of an Indonesian plant, Sesbania grandiflora (L.) Pers. The chemical structure of compound 1 was elucidated by UV, IR, MS, and NMR spectroscopic techniques. The proton and carbon NMR resonances of 1 were also compared with the predicted chemical shifts obtained from DFT quantum mechanical calculations with Gaussian. None of the compounds showed antibacterial activity against Bacillus subtilis, Escherichia coli, Mycobacterium smegmatis, Pseudomonas aeruginosa, and Staphylococcus aureus in an agar diffusion assay. However, sesbagrandiflorains A (4) and B (5) exhibited moderate activity against Mycobacterium tuberculosis H37Rv. In addition, compounds 1 – 5 have moderate cytotoxicity against HeLa, HepG2, and MCF-7 cancer cell lines.
KW - 2-arylbenzofuran
KW - Herbal medicine
KW - Natural product
KW - Sesbagrandiflorain
KW - Sesbania grandiflora
UR - http://www.scopus.com/inward/record.url?scp=85077055691&partnerID=8YFLogxK
U2 - 10.1016/j.phytol.2019.12.008
DO - 10.1016/j.phytol.2019.12.008
M3 - Article
AN - SCOPUS:85077055691
SN - 1874-3900
VL - 35
SP - 211
EP - 215
JO - Phytochemistry Letters
JF - Phytochemistry Letters
ER -
