Improved synthesis of deoxyalpinoid B and quantification of antileishmanial activity of deoxyalpinoid B and sulforaphane.

Bioorg Med Chem

Department of Chemistry and Biochemistry, Fort Lewis College, 1000 Rim Drive, Durango, CO 81301, United States. Electronic address:

Published: January 2023

The total synthesis and antileishmanial activity of deoxyalpinoid B is reported via a cationic gold-catalyzed Meyer-Schuster rearrangement. The activity of deoxyalpinoid B and a known inducer of oxidative stress, sulforaphane, against Leishmania donovani and Leishmania infantatum are both reported for the first time. Both compounds exhibit potent antileishmanial activity against both species. We hypothesize that the activation of intracellular oxidative stress is a key molecular response for the inhibition of Leishmania.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9903332PMC
http://dx.doi.org/10.1016/j.bmc.2022.117136DOI Listing

Publication Analysis

Top Keywords

antileishmanial activity
12
activity deoxyalpinoid
12
oxidative stress
8
improved synthesis
4
deoxyalpinoid
4
synthesis deoxyalpinoid
4
deoxyalpinoid quantification
4
quantification antileishmanial
4
activity
4
deoxyalpinoid sulforaphane
4

Similar Publications

Parasitic diseases such as trypanosomiasis and leishmaniasis pose significant health challenges in Africa. The Senegalese Pharmacopoeia, known for its many medicinal plants with anti-infectious properties, can be a source of antiparasitic natural products. This study aimed to evaluate the in vitro antiparasitic activities of 33 methanolic extracts from 24 ethnopharmacologically selected plants against Trypanosoma brucei brucei and Leishmania mexicana mexicana, as well as their cytotoxic activities on WI-38 cells.

View Article and Find Full Text PDF

Structure-based Virtual Screening and Drug Design Development of Leishmanicidal Pyrimidines.

Chem Biodivers

January 2025

Universidade Federal de Pernambuco Centro de Biociencias, Centro de Biociências, Av. Prof. Moraes Rego, 1235 - Cidade Universitária, Recife - PE, 50670-901, 50670-901, Recife, BRAZIL.

Leishmaniasis is a neglected disease caused by parasites of the genus Leishmania sp. that causes approximately 1 million cases and 650,000 deaths annually worldwide. Its treatment has several limitations mainly due to high toxicity and clinical resistance, and the search for alternatives is highly desirable.

View Article and Find Full Text PDF

Visceral leishmaniasis (VL) is an opportunistic infection in HIV patients with higher relapse and mortality rate. The number of HIV-VL patients is comparatively higher in areas where both infections are endemic. However, the conventional chemotherapeutic agents have limited success due to drug toxicity, efficacy variance and overall cost of treatment.

View Article and Find Full Text PDF

Exploring the Potential of Malvidin and Echiodinin as Probable Antileishmanial Agents Through In Silico Analysis and In Vitro Efficacy.

Molecules

January 2025

Computational Biology and Chemistry Research Group, Vicerrectorado de Investigación, Universidad Católica de Santa María, Arequipa 04000, Peru.

Leishmaniasis, a neglected tropical disease caused by species, presents serious public health challenges due to limited treatment options, toxicity, high costs, and drug resistance. In this study, the in vitro potential of malvidin and echioidinin is examined as antileishmanial agents against , , and , comparing their effects to amphotericin B (AmpB), a standard drug. Malvidin demonstrated greater potency than echioidinin across all parasite stages and species.

View Article and Find Full Text PDF

Indole, a ubiquitous structural motif in bioactive compounds, has played a pivotal role in drug discovery. Among indole derivatives, indole-3-carboxaldehyde (I3A) has emerged as a particularly promising scaffold for the development of therapeutic agents. This review delves into the recent advancements in the chemical modification of I3A and its derivatives, highlighting their potential applications in various therapeutic areas.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!