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Syrosingopine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Syrosingopine
Clinical data
Trade namesSingoserp
ATC code
Identifiers
  • Methyl (3β,16β,17α,18β,20α)-18-({4-[(Ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl}oxy)-11,17-dimethoxyyohimban-16-carboxylate
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
ECHA InfoCard100.001.388Edit this at Wikidata
Chemical and physical data
FormulaC35H42N2O11
Molar mass666.724 g·mol−1
3D model (JSmol)
  • CCOC(=O)Oc1c(cc(cc1OC)C(=O)O[C@@H]2C[C@@H]3CN4CCc5c6ccc(cc6[nH]c5[C@H]4C[C@@H]3[C@@H]([C@H]2OC)C(=O)OC)OC)OC
  • InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3/t19-,23+,25-,28-,29+,32+/m1/s1
  • Key:ZCDNRPPFBQDQHR-SSYATKPKSA-N

Syrosingopine is a drug, derived fromreserpine. It is used (since about 1960) to treathypertension.[1][2]

Research

[edit]

A combination of thediabetes drugmetformin and syrosingopine killed tumor cells in blood samples from leukemia patients, while it did not damage blood cells in samples from healthy patients. The combination of metformin and syrosingopine also reduced or eliminated tumors in mice with malignant liver cancer.[3] The drugs interfere with the cancer cells' glucose (i.e. energy) supply and utilization. Cancer cells have much higher energy requirements than normal cells, making them vulnerable when there is a reduction in the available energy supply. Syrosingopine inhibits the degradation of sugars within the cells.[4][medical citation needed]

References

[edit]
  1. ^Shelburne PF, Orgain ES (March 1963). "Comparison of syrosingopine and reserpine in the treatment of ambulatory hypertensive patients".The American Journal of the Medical Sciences.245 (3):304–10.doi:10.1097/00000441-196303000-00013.PMID 13977067.S2CID 45098177.
  2. ^Bartels CC (October 1959). "Syrosingopine: a new rauwolfia preparation".The New England Journal of Medicine.261 (16):785–8.doi:10.1056/NEJM195910152611603.PMID 13797201.
  3. ^Benjamin D, Colombi M, Hindupur SK, Betz C, Lane HA, El-Shemerly MY, et al. (December 2016)."Syrosingopine sensitizes cancer cells to killing by metformin".Science Advances.2 (12): e1601756.Bibcode:2016SciA....2E1756B.doi:10.1126/sciadv.1601756.PMC 5182053.PMID 28028542.We report that the anticancer activity of the widely used diabetic drug metformin is strongly potentiated by syrosingopine. Synthetic lethality elicited by combining the two drugs is synergistic and specific to transformed cells.
  4. ^"Treating cancer with drugs for diabetes and hypertension".Science Daily. December 27, 2016. Retrieved18 January 2017.The antihypertensive drug syrosingopine potentiates the anti-cancer efficacy of metformin.
Sympatholytic (and closely related)antihypertensives (C02)
Sympatholytics
(antagonizeα-adrenergic
vasoconstriction)
Central
α2-Adrenergic receptor agonists
Adrenergic release inhibitors
Imidazoline receptor agonists
Ganglion-blocking/nicotinic antagonists
Peripheral
Indirect
Monoamine oxidase inhibitors
VMAT inhibitors
Tyrosine hydroxylase inhibitors
Direct
α1-Adrenergic receptor blockers
Non-selective α-adrenergic receptor blockers
Otherantagonists
Serotonin receptor antagonists
Endothelin receptor antagonists (forPHTooltip Pulmonary hypertension)
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
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