Design and synthesis of novel phenyl -1, 4-beta-carboline-hybrid molecules as potential anticancer agents.
A series of beta-carbolines with other heterocycles linked by phenyl ring has been designed and synthesized. The key intermediates 3 and 5 were synthesized by condensing tryptamine and teraldehyde via Pictet- Spengler method. All the newly synthesized compounds were tested for their anticancer activity against sixty human cell lines at NCI. The five dose results of compounds 3 and 7a showed enhancement of anticancer activity (GI50values range from 1.00 to 7.10 μM) against all the cell lines in comparison with some of earlier molecules. In addition to this protein binding and CT-DNA intercalation studies showed molecules are highly potential. The molecular docking studies, which support the multiple mode of interaction with DNA, moreover the synthesized compounds 3 and 7a are more potential and possess drug -like nature.
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India.
S
S
Samundeeswari
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India.
Bahubali
B
Chougala
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India.
Megharaja
M
Holiyachi
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India. Electronic address: drlashastri@kud.ac.in.
Lokesh
L
Shastri
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India.
Manohar
M
Kulkarni
Dr. Prabhakar Kore Basic Science Research Center, KLE University, Belgaum 590010, Karnataka, India.
Suneel
S
Dodamani
Dr. Prabhakar Kore Basic Science Research Center, KLE University, Belgaum 590010, Karnataka, India.
Sunil
S
Jalalpur
Novel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S.E.T's College of Pharmacy, Sangolli Rayanna Nagar, Dharwad, 580002, Karnataka, India.
Shrinivas
S
Joshi
Novel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S.E.T's College of Pharmacy, Sangolli Rayanna Nagar, Dharwad, 580002, Karnataka, India.
Sheshagiri
S
Dixit
Department of Chemistry, G.S.S. College, Belagavi, Karnataka, India.
Vinay
V
Sunagar
Research Center, Aurobindo Pharma Ltd, Hyderabad, A.P, India.
Ravindra
R
Hunnur
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D001547:Benzaldehydes / Q000138:chemical synthesis* / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D002243:Carbolines / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects*; D004247:DNA / Q000737:chemistry*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
C000616874:1-(4-(1H-benzo(d)imidazol-2-yl)phenyl)-9H-pyrido(3,4-b)indole; C000616875:2,3,4,9-tetrahydro-1-(4-(2,3,4,9-tetrahydro-1H-pyrido(3,4-b)indol-1-yl)phenyl)- 1Hpyrido(3,4-b)indole; C000616876:4-(2,3,4,9-tetrahydro-1H-pyrdio(3,4-b)indol-1-yl)benzaldehyde; D000970:Antineoplastic Agents; D001547:Benzaldehydes; D001562:Benzimidazoles; D002243:Carbolines; D007211:Indoles; D011725:Pyridines; D004247:DNA
Beta-carboline-hybrid; Molecular docking; Pictet- Spengler; Protein binding; Tryptamine