TY - JOUR
T1 - Synthesis, Structure Characterization, and Biological Evaluation of 3-Amino-5-(5-Oxo-5H-Benzo[a]Phenothiazin-6-Ylamino) Benzoic Acid Derivatives via Molecular Docking, Cytotoxicity, and Antioxidant Studies
AU - Kumar, Palanichamy Santhosh
AU - Premnath, Dhanaraj
AU - Obadiah, Asir
AU - Durairaj, Arulappan
AU - Ramanathan, Subramanian
AU - Vasanthkumar, Samuel
N1 - Publisher Copyright:
© 2019, Springer Nature Switzerland AG.
PY - 2019/12/1
Y1 - 2019/12/1
N2 - A series of 3-amino-5-(5-oxo-5H-benzo[a]phenothiazin-6-ylamino) benzoic acid derivatives were synthesized by the Michael addition of 2,3-dichloronaphthalene-1,4-dione and 3,5-diaminobenzoic acid. All the synthesized compounds are screened for their bioactivity through molecular docking, cytotoxicity (against HeLa), and antioxidant activity. DPPH and ABTS evaluation procedures are employed to assess the antioxidant activity. Among the synthesized derivatives (1, 2, 3a–g), the compound 3d exhibited the highest inhibition of 77% and 80% in the DPPH and ABTS antioxidant activity evaluation, respectively. The compound 3d exhibited better glide and E model scores when docked with HDAC8 using the GLIDE program. Cytotoxicity of the synthesized compounds was studied against cervical cancer cell line (HeLa), and compound 3d showed the maximum inhibition and displayed a better activity than the standard drug.
AB - A series of 3-amino-5-(5-oxo-5H-benzo[a]phenothiazin-6-ylamino) benzoic acid derivatives were synthesized by the Michael addition of 2,3-dichloronaphthalene-1,4-dione and 3,5-diaminobenzoic acid. All the synthesized compounds are screened for their bioactivity through molecular docking, cytotoxicity (against HeLa), and antioxidant activity. DPPH and ABTS evaluation procedures are employed to assess the antioxidant activity. Among the synthesized derivatives (1, 2, 3a–g), the compound 3d exhibited the highest inhibition of 77% and 80% in the DPPH and ABTS antioxidant activity evaluation, respectively. The compound 3d exhibited better glide and E model scores when docked with HDAC8 using the GLIDE program. Cytotoxicity of the synthesized compounds was studied against cervical cancer cell line (HeLa), and compound 3d showed the maximum inhibition and displayed a better activity than the standard drug.
KW - 2,3-Dichloronaphthalene-1,4-dione
KW - Antioxidant activity
KW - Cytotoxicity
KW - HeLa cell lines
KW - Michael addition
KW - Molecular docking
UR - http://www.scopus.com/inward/record.url?scp=85076615540&partnerID=8YFLogxK
U2 - 10.1007/s40495-019-00199-0
DO - 10.1007/s40495-019-00199-0
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:85076615540
SN - 2198-641X
VL - 5
SP - 440
EP - 459
JO - Current Pharmacology Reports
JF - Current Pharmacology Reports
IS - 6
ER -
