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Information Journal Paper

Title

SYNTHESIS OF LINEAR AND CYCLIC DISULFIDE HEPTAPEPTIDES OF LONGICALYCININ A AND EVALUATION OF TOXICITY ON CANCEROUS CELLS HEPG2 AND HT-29

Pages

  956-963

Abstract

 In this work, linear and cyclic disulfide heptapeptides of Longicalycinin A have been successfully synthesized by solid phase methodology with Fmoc /t-Bu and solution phase, respectively.2-Chlorotrityl chloride resin (2-CTC) was used as a solid support. The synthesized linear disulfide analogue of Longicalycinin A was cleaved from the resin as a protected peptide. The final deprotection was performed by treatment with TFA 95% containing scavengers to achieve the deprotected linear disulfide analogue of Longicalycinin A which was characterized by different instrumental methods using LC-MS and FT-IR. Macrocyclization of deprotected linear peptide was done by an oxidating reagent. Linear and cyclic disulfide heptapeptides of Longicalycinin A were evaluated their toxic activity against cell lines of HepG2 and HT-29 using 3- (4, 5-dimethylthiazol-2-yl) -2, 5-diphenyltetrazolium bromide reagent in MTT ASSAY. The synthetic analogues showed a relative good activity against cell lines of HepG2 and HT- 29 with IC50 values from 10.33 mg/mL to 12.45 mg/mL, in comparison to the standard drug 5-fluorouracil (5-FU). Safety profiles of the synthesized linear and cyclic disulfide analogues of Longicalycinin A were also examined on skin fibroblast cells. Between the linear and cyclic disulfide heptapeptides of Longicalycinin A, the cyclic peptide showed a considerable toxic activity on the cancerous cell lines along with a low safety result on normal cells. Therefore, the linear disulfide heptapeptide of Longicalycinin A would be encouraging to develop new ANTICANCER agents.

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  • Cite

    APA: Copy

    HOUSHDAR TEHRANI, MOHAMMAD HASSAN, BAMONIRI, ABDOLHAMID, MIRJALILI, BIBI FATEMEH, & GHOLIBEIKIAN, MOHAMMADREZA. (2018). SYNTHESIS OF LINEAR AND CYCLIC DISULFIDE HEPTAPEPTIDES OF LONGICALYCININ A AND EVALUATION OF TOXICITY ON CANCEROUS CELLS HEPG2 AND HT-29. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), 17(3), 956-963. SID. https://sid.ir/paper/288779/en

    Vancouver: Copy

    HOUSHDAR TEHRANI MOHAMMAD HASSAN, BAMONIRI ABDOLHAMID, MIRJALILI BIBI FATEMEH, GHOLIBEIKIAN MOHAMMADREZA. SYNTHESIS OF LINEAR AND CYCLIC DISULFIDE HEPTAPEPTIDES OF LONGICALYCININ A AND EVALUATION OF TOXICITY ON CANCEROUS CELLS HEPG2 AND HT-29. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR)[Internet]. 2018;17(3):956-963. Available from: https://sid.ir/paper/288779/en

    IEEE: Copy

    MOHAMMAD HASSAN HOUSHDAR TEHRANI, ABDOLHAMID BAMONIRI, BIBI FATEMEH MIRJALILI, and MOHAMMADREZA GHOLIBEIKIAN, “SYNTHESIS OF LINEAR AND CYCLIC DISULFIDE HEPTAPEPTIDES OF LONGICALYCININ A AND EVALUATION OF TOXICITY ON CANCEROUS CELLS HEPG2 AND HT-29,” IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), vol. 17, no. 3, pp. 956–963, 2018, [Online]. Available: https://sid.ir/paper/288779/en

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