Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity

Melissa Barrera Tomas; Gloria Eva Tomas Chota; Patricia Sheen Cortavarría; Patricia Fuentes Bonilla; Miguel Angel Inocente Camones; Julio Santiago Contreras

doi:10.15446/rev.colomb.quim.v46n3.61980

Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity

Melissa Barrera Tomas, Gloria Eva Tomas Chota, Patricia Sheen Cortavarría, Patricia Fuentes Bonilla, Miguel Angel Inocente Camones, Julio Santiago Contreras

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its antiMycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.

Translated title of the contribution	Síntesis de acil-hidrazona a partir del ácido úsnico e isoniazida y su actividad anti-Mycobacterium tuberculosis
Original language	English
Pages (from-to)	17-21
Number of pages	5
Journal	Revista Colombiana de Quimica
Volume	46
Issue number	3
DOIs	https://doi.org/10.15446/rev.colomb.quim.v46n3.61980
State	Published - 2017
Externally published	Yes

Keywords

Condensation reaction
Evernia prunastri
MIC
TEMA

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.15446/rev.colomb.quim.v46n3.61980

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title = "Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity",

abstract = "Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its antiMycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.",

keywords = "Condensation reaction, Evernia prunastri, MIC, TEMA",

author = "{Barrera Tomas}, Melissa and {Tomas Chota}, {Gloria Eva} and {Sheen Cortavarr{\'i}a}, Patricia and {Fuentes Bonilla}, Patricia and {Inocente Camones}, {Miguel Angel} and {Santiago Contreras}, Julio",

year = "2017",

doi = "10.15446/rev.colomb.quim.v46n3.61980",

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publisher = "Universidad Nacional de Colombia",

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T1 - Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity

AU - Barrera Tomas, Melissa

AU - Tomas Chota, Gloria Eva

AU - Sheen Cortavarría, Patricia

AU - Fuentes Bonilla, Patricia

AU - Inocente Camones, Miguel Angel

AU - Santiago Contreras, Julio

PY - 2017

Y1 - 2017

N2 - Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its antiMycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.

AB - Compound usnic acid (1), isolated from lichen Evernia prunastri (Cajamarca-Peru) and the synthesis and characterization of its acyl-hydrazone (2), from the condensation reaction between usnic acid and isoniazid in an ethanol solution under reflux, giving an overall yield of 95%, were evaluated. Both compounds were evaluated and compared with isoniazid according to its antiMycobacterium tuberculosis activity based on the tetrazolium microplate assay (TEMA). Compound 1 had MIC (minimal inhibitory concentration) value of 16.0 μg/mL in each test of H37Rv (susceptible type), TB DM 97 (resistant wild type) and MDR DM 1098 (multi drug resistances type) strains. In similar tests, compound 2 MIC values were 2.0, 64.0 and 64.0 μg/mL respectively.

KW - Condensation reaction

KW - Evernia prunastri

KW - MIC

KW - TEMA

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U2 - 10.15446/rev.colomb.quim.v46n3.61980

DO - 10.15446/rev.colomb.quim.v46n3.61980

M3 - Artículo

AN - SCOPUS:85029348693

SN - 0120-2804

VL - 46

SP - 17

EP - 21

JO - Revista Colombiana de Quimica

JF - Revista Colombiana de Quimica

IS - 3

ER -

Synthesis of acyl-hydrazone from usnic acid and isoniazid and its anti-Mycobacterium tuberculosis activity

Abstract

Keywords

UN SDGs

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