Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties

Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties Publisher

Hasanpour Z¹ ; Salehi P¹ ; Aliahmadi A² ; Hoseinpour M³ ; Behboodi H² ; Staerk D⁴ ; Bararjanian M¹

Show Affiliations

1. Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Evin, Tehran, 1983963113, Iran
2. Department of Biology, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Evin, Tehran, 1983963113, Iran
3. Department of Tissue Engineering, School of Advance Technology in Medicine, Tehran University of Medical Science, Tehran, Iran
4. Department of Drug Design and Pharmacology, University of Copenhagen, Copenhagen, Denmark

Source: Medicinal Chemistry Research Published:2023

Abstract

In the present study, some new 1,2,3-triazole-tethered analogs of N-northebaine were designed and synthesized. The anti-bacterial properties of novel thebaine derivatives were studied on Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli). Based on the results, compounds 5b, 5j and 5m showed the best activities against S. aureus (minimum inhibitory concentration (MIC) ~ 25 μM) compared to the parent compound (MIC ~ 321 μM). The most active anti-bacterial derivatives (i.e., 5b, 5j and 5m) and thebaine were considered as potent anti-bacterial wound healing agents. In this regard, fibroblast cell cytotoxicity and proliferation as well as anti-hemolytic activities of the mentioned compounds were studied. The cytotoxicity assay by using 3-[4,5-dimethylthiazol-2-yl] 2,5-diphenyltetrazolium bromide (MTT) on human dermal fibroblast cell lines (HDF) revealed that products 5j and 5m didn’t show inhibition of cell line growth after 24 h. Based on the investigation results on blood cell disruption for releasing of hemoglobin, compound 5j didn’t exhibit any hemolysis activity in different doses. Graphical Abstract: [Figure not available: see fulltext.]. © 2023, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.

2. Bringing Back Galium Aparine L. From Forgotten Corners of Traditional Wound Treatment Procedures: An Antimicrobial, Antioxidant, and In-Vitro Wound Healing Assay Along With Hptlc Fingerprinting Study, BMC Complementary Medicine and Therapies (2024)

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Majid Alikhani (1)

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Style	Citing Format
MLA	Hasanpour Z, et al.. "Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties." Medicinal Chemistry Research, vol. 32, no. 8, 2023, pp. 1713-1725.
APA	Hasanpour Z, Salehi P, Aliahmadi A, Hoseinpour M, Behboodi H, Staerk D, Bararjanian M (2023). Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties. Medicinal Chemistry Research, 32(8), 1713-1725.
Chicago	Hasanpour Z, Salehi P, Aliahmadi A, Hoseinpour M, Behboodi H, Staerk D, Bararjanian M. "Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties." Medicinal Chemistry Research 32, no. 8 (2023): 1713-1725.
Harvard	Hasanpour Z et al. (2023) 'Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties', Medicinal Chemistry Research, 32(8), pp. 1713-1725.
Vancouver	Hasanpour Z, Salehi P, Aliahmadi A, Hoseinpour M, Behboodi H, Staerk D, et al.. Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties. Medicinal Chemistry Research. 2023;32(8):1713-1725.
BibTex	@article{ author = {Hasanpour Z and Salehi P and Aliahmadi A and Hoseinpour M and Behboodi H and Staerk D and Bararjanian M}, title = {Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties}, journal = {Medicinal Chemistry Research}, volume = {32}, number = {8}, pages = {1713-1725}, year = {2023} }
RIS	TY - JOUR AU - Hasanpour Z AU - Salehi P AU - Aliahmadi A AU - Hoseinpour M AU - Behboodi H AU - Staerk D AU - Bararjanian M TI - Semi-Synthesis of Novel Thebaine Derivatives With Low Cytotoxicity and Their Antibacterial and Antihemolytic Properties JO - Medicinal Chemistry Research VL - 32 IS - 8 SP - 1713 EP - 1725 PY - 2023 ER -

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