TY - JOUR
T1 - New derivatives of a natural nordentatin
AU - Thant, Tin Myo
AU - Aminah, Nanik Siti
AU - Kristanti, Alfinda Novi
AU - Ramadhan, Rico
AU - Aung, Hnin Thanda
AU - Takaya, Yoshiaki
N1 - Publisher Copyright:
© 2020 Tin Myo Thant et al., published by De Gruyter 2020.
PY - 2020/1/1
Y1 - 2020/1/1
N2 - New derivatives were obtained from natural nordentatin (1) previously isolated from the methanol fraction of Clausena excavata by an acylation method. Herein, we report ten new pyranocoumarin derivatives 1a-1j. Their structures were elucidated based on UV-vis, FT-IR, NMR, and DART-MS data. The α-glucosidase inhibition and anticancer activities of nordentatin (1) and its derivatives were also evaluated. The α-glucosidase inhibition assay exhibited that the derivatives 1b, 1d, 1e, 1f, 1h, 1i, and 1j possess higher inhibitory activity for α-glucosidase with IC50 values of 1.54, 9.05, 4.87, 20.25, 12.34, 5.67, and 2.43 mM, whereas acarbose was used as the positive control, IC50 = 7.57 mM. All derivatives exhibited a weak cytotoxicity against a cervical cancer (HeLa) cell line with the IC50 between 0.25 and 1.25 mM. They also showed moderate to low growth inhibition of a breast cancer (T47D) cell line with IC50 values between 0.043 and 1.5 mM, but their activity was lower than that of the parent compound, nordentatin (1) (IC50 = 0.041 mM).
AB - New derivatives were obtained from natural nordentatin (1) previously isolated from the methanol fraction of Clausena excavata by an acylation method. Herein, we report ten new pyranocoumarin derivatives 1a-1j. Their structures were elucidated based on UV-vis, FT-IR, NMR, and DART-MS data. The α-glucosidase inhibition and anticancer activities of nordentatin (1) and its derivatives were also evaluated. The α-glucosidase inhibition assay exhibited that the derivatives 1b, 1d, 1e, 1f, 1h, 1i, and 1j possess higher inhibitory activity for α-glucosidase with IC50 values of 1.54, 9.05, 4.87, 20.25, 12.34, 5.67, and 2.43 mM, whereas acarbose was used as the positive control, IC50 = 7.57 mM. All derivatives exhibited a weak cytotoxicity against a cervical cancer (HeLa) cell line with the IC50 between 0.25 and 1.25 mM. They also showed moderate to low growth inhibition of a breast cancer (T47D) cell line with IC50 values between 0.043 and 1.5 mM, but their activity was lower than that of the parent compound, nordentatin (1) (IC50 = 0.041 mM).
KW - Clausena excavata
KW - breast cancer
KW - cervical cancer
KW - cytotoxicity
KW - nordentatin
KW - pyranocoumarin derivatives
KW - yeast α-glucosidase inhibition
UR - http://www.scopus.com/inward/record.url?scp=85089798795&partnerID=8YFLogxK
U2 - 10.1515/chem-2020-0149
DO - 10.1515/chem-2020-0149
M3 - Article
AN - SCOPUS:85089798795
SN - 2391-5420
VL - 18
SP - 890
EP - 897
JO - Open Chemistry
JF - Open Chemistry
IS - 1
ER -
