European Journal of Chemistry 2017, 8(1), 60-65 | doi: https://doi.org/10.5155/eurjchem.8.1.60-65.1540 | Get rights and content

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Synthesis, antibacterial activities and phospholipid membrane interactions of novel dialkyl 2,2’-disulfanediyldibenzoates


Sabina Jhaumeer Laulloo (1,*) , Minu Gupta Bhowon (2) , Matthew Akerman (3) , Nausheen Joondan (4) , Marie Jessika Momus (5)

(1) Department of Chemistry, Faculty of Science, University of Mauritius, Reduit 80837, Mauritius
(2) Department of Chemistry, Faculty of Science, University of Mauritius, Reduit 80837, Mauritius
(3) University of KwaZulu-Natal, Private Bag X01, Scottsville, Pietermaritzburg 3209, South Africaa
(4) Department of Chemistry, Faculty of Science, University of Mauritius, Reduit 80837, Mauritius
(5) Department of Chemistry, Faculty of Science, University of Mauritius, Reduit 80837, Mauritius
(*) Corresponding Author

Received: 30 Dec 2016 | Accepted: 25 Jan 2017 | Published: 31 Mar 2017 | Issue Date: March 2017

Abstract


A series of dialkyl 2,2’-disulfanediyldibenzoates with alkyl chain length C8 to C12 were synthesized and characterized by spectral studies. The structure of compound 3 was also confirmed by X-ray crystallography. The compounds were found to possess good antibacterial activity, especially with respect to Gram positive bacteria, and the activity was found to increase with concomitant increase in chain length. Binding studies of compound 3 with the synthetic phospholipid 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) showed that the compound interacts with biological membrane mainly via hydrophobic interactions.


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Keywords


Lipophilicity; Dithiosalicylic acid; Dithio-bis-benzoates; Antibacterial activity; Phospholipid binding; X-ray crystallography

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DOI: 10.5155/eurjchem.8.1.60-65.1540

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Funding information


University of Mauritius, Reduit 80837, Mauritius

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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Laulloo, S.; Bhowon, M.; Akerman, M.; Joondan, N.; Momus, M. Eur. J. Chem. 2017, 8(1), 60-65. doi:10.5155/eurjchem.8.1.60-65.1540
Laulloo, S.; Bhowon, M.; Akerman, M.; Joondan, N.; Momus, M. Synthesis, antibacterial activities and phospholipid membrane interactions of novel dialkyl 2,2’-disulfanediyldibenzoates. Eur. J. Chem. 2017, 8(1), 60-65. doi:10.5155/eurjchem.8.1.60-65.1540
Laulloo, S., Bhowon, M., Akerman, M., Joondan, N., & Momus, M. (2017). Synthesis, antibacterial activities and phospholipid membrane interactions of novel dialkyl 2,2’-disulfanediyldibenzoates. European Journal of Chemistry, 8(1), 60-65. doi:10.5155/eurjchem.8.1.60-65.1540
Laulloo, Sabina, Minu Gupta Bhowon, Matthew Akerman, Nausheen Joondan, & Marie Jessika Momus. "Synthesis, antibacterial activities and phospholipid membrane interactions of novel dialkyl 2,2’-disulfanediyldibenzoates." European Journal of Chemistry [Online], 8.1 (2017): 60-65. Web. 24 Sep. 2023
Laulloo, Sabina, Bhowon, Minu, Akerman, Matthew, Joondan, Nausheen, AND Momus, Marie. "Synthesis, antibacterial activities and phospholipid membrane interactions of novel dialkyl 2,2’-disulfanediyldibenzoates" European Journal of Chemistry [Online], Volume 8 Number 1 (31 March 2017)

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DOI Link: https://doi.org/10.5155/eurjchem.8.1.60-65.1540


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