Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities
Abstract A new series of phenolic glycoside esters, saccharumoside-B and its analogs (9b-9n, 10) have been synthesized by the Koenigs-Knorr reaction. Antiproliferative activities of the compounds (9b-9n, 10) were evaluated on various cancer cell lines including, MCF-7 breast, HL-60 leukemia, MIA PaC...
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2017
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oai:doaj.org-article:72d39702eeff4e1ea38b4f19a75761492021-12-02T11:40:50ZSynthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities10.1038/s41598-017-05832-w2045-2322https://doaj.org/article/72d39702eeff4e1ea38b4f19a75761492017-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-05832-whttps://doaj.org/toc/2045-2322Abstract A new series of phenolic glycoside esters, saccharumoside-B and its analogs (9b-9n, 10) have been synthesized by the Koenigs-Knorr reaction. Antiproliferative activities of the compounds (9b-9n, 10) were evaluated on various cancer cell lines including, MCF-7 breast, HL-60 leukemia, MIA PaCa-2 pancreatic, DU145 prostate, HeLa cervical and CaCo-2 colon, as well as normal human MCF10A mammary epithelial and human peripheral blood mononuclear cells (PBMC) by MTT assay. Compounds (9b-9n, 10) exhibited considerable antiproliferative effects against cancer cells with IC50 range of 4.43 ± 0.35 to 49.63 ± 3.59 µM, but they are less cytotoxic on normal cells (IC50 > 100 µM). Among all the compounds, 9f showed substantial antiproliferative activity against MCF-7 and HL-60 cells with IC50 of 6.13 ± 0.64 and 4.43 ± 0.35, respectively. Further mechanistic studies of 9f were carried out on MCF-7 and HL-60 cell lines. 9f caused arrest of cell cycle of MCF-7 and HL-60 cells at G0/G1 phase. Apoptotic population elevation, mitochondrial membrane potential loss, increase of cytosolic cytochrome c and Bax levels, decrease of Bcl-2 levels and enhanced caspases-9 and -3 activities were observed in 9f-treated MCF-7 and HL-60 cells. These results demonstrate anticancer and apoptosis-inducing potentials of 9f in MCF-7 and HL-60 cells via intrinsic pathway.Srinuvasarao RayavarapuNagendra Sastry YarlaSunanda Kumari KadiriAnupam BishayeeSiddaiah VidavalurRamu TadikondaMahaboob BashaVijaya Rao PiduguKaladhar S. V. G. K. DowluruDhananjaya Bhadrapura LakappaMohammad A. KamalGhulam Md AshrafVadim V. TarasovVladimir N. ChubarevSergey G. KlochkovGeorge E. BarretoSergey O. BachurinGjumrakch AlievNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-14 (2017) |
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Medicine R Science Q Srinuvasarao Rayavarapu Nagendra Sastry Yarla Sunanda Kumari Kadiri Anupam Bishayee Siddaiah Vidavalur Ramu Tadikonda Mahaboob Basha Vijaya Rao Pidugu Kaladhar S. V. G. K. Dowluru Dhananjaya Bhadrapura Lakappa Mohammad A. Kamal Ghulam Md Ashraf Vadim V. Tarasov Vladimir N. Chubarev Sergey G. Klochkov George E. Barreto Sergey O. Bachurin Gjumrakch Aliev Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| description |
Abstract A new series of phenolic glycoside esters, saccharumoside-B and its analogs (9b-9n, 10) have been synthesized by the Koenigs-Knorr reaction. Antiproliferative activities of the compounds (9b-9n, 10) were evaluated on various cancer cell lines including, MCF-7 breast, HL-60 leukemia, MIA PaCa-2 pancreatic, DU145 prostate, HeLa cervical and CaCo-2 colon, as well as normal human MCF10A mammary epithelial and human peripheral blood mononuclear cells (PBMC) by MTT assay. Compounds (9b-9n, 10) exhibited considerable antiproliferative effects against cancer cells with IC50 range of 4.43 ± 0.35 to 49.63 ± 3.59 µM, but they are less cytotoxic on normal cells (IC50 > 100 µM). Among all the compounds, 9f showed substantial antiproliferative activity against MCF-7 and HL-60 cells with IC50 of 6.13 ± 0.64 and 4.43 ± 0.35, respectively. Further mechanistic studies of 9f were carried out on MCF-7 and HL-60 cell lines. 9f caused arrest of cell cycle of MCF-7 and HL-60 cells at G0/G1 phase. Apoptotic population elevation, mitochondrial membrane potential loss, increase of cytosolic cytochrome c and Bax levels, decrease of Bcl-2 levels and enhanced caspases-9 and -3 activities were observed in 9f-treated MCF-7 and HL-60 cells. These results demonstrate anticancer and apoptosis-inducing potentials of 9f in MCF-7 and HL-60 cells via intrinsic pathway. |
| format |
article |
| author |
Srinuvasarao Rayavarapu Nagendra Sastry Yarla Sunanda Kumari Kadiri Anupam Bishayee Siddaiah Vidavalur Ramu Tadikonda Mahaboob Basha Vijaya Rao Pidugu Kaladhar S. V. G. K. Dowluru Dhananjaya Bhadrapura Lakappa Mohammad A. Kamal Ghulam Md Ashraf Vadim V. Tarasov Vladimir N. Chubarev Sergey G. Klochkov George E. Barreto Sergey O. Bachurin Gjumrakch Aliev |
| author_facet |
Srinuvasarao Rayavarapu Nagendra Sastry Yarla Sunanda Kumari Kadiri Anupam Bishayee Siddaiah Vidavalur Ramu Tadikonda Mahaboob Basha Vijaya Rao Pidugu Kaladhar S. V. G. K. Dowluru Dhananjaya Bhadrapura Lakappa Mohammad A. Kamal Ghulam Md Ashraf Vadim V. Tarasov Vladimir N. Chubarev Sergey G. Klochkov George E. Barreto Sergey O. Bachurin Gjumrakch Aliev |
| author_sort |
Srinuvasarao Rayavarapu |
| title |
Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| title_short |
Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| title_full |
Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| title_fullStr |
Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| title_full_unstemmed |
Synthesis of Saccharumoside-B analogue with potential of antiproliferative and pro-apoptotic activities |
| title_sort |
synthesis of saccharumoside-b analogue with potential of antiproliferative and pro-apoptotic activities |
| publisher |
Nature Portfolio |
| publishDate |
2017 |
| url |
https://doaj.org/article/72d39702eeff4e1ea38b4f19a7576149 |
| work_keys_str_mv |
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