Anti-HIV-1 and cytotoxicity of a new dimeric thiazepine alkaloid isolated from Ixora undulata Roxb. leaves

Magdy M.D. Mohammed*, Khaled M. Mohamed

*Kontaktforfatter for dette arbejde

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

The crude alkaloidal extract of Ixora undulata Roxb. leaves recorded a cytotoxicity of IC50 = 125 µg/mL against EL4 and revealed a reduction with CC50 = 47 µg/mL in the viability of MT-4 cells, beside a 50% protection with EC50 > 47 µg/mL against HIV-1IIIB. Bioassay guided fractionation of the crude alkaloidal extract of I. undulata leaves led to the isolation of a new dimeric thiazepine alkaloid, together with the monomer and its glycoside. The isolated alkaloids were structurally elucidated based on extensive nuclear magnetic resonance spectroscopy, infrared, and HRESI/MS. The isolated alkaloids were evaluated for their anti-HIV-1 and cytotoxic activities, while the obtained results revealed promising activity with structure-based relationship, which is discussed briefly.

OriginalsprogEngelsk
TidsskriftMedicinal Chemistry Research
Vol/bind26
Udgave nummer9
Sider (fra-til)2119–2126
ISSN1054-2523
DOI
StatusUdgivet - 2017

Fingeraftryk

Thiazepines
Cytotoxicity
Alkaloids
HIV-1
Complex Mixtures
Bioassay
Fractionation
Glycosides
Nuclear magnetic resonance spectroscopy
Inhibitory Concentration 50
Monomers
HIV
Infrared radiation

Citer dette

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title = "Anti-HIV-1 and cytotoxicity of a new dimeric thiazepine alkaloid isolated from Ixora undulata Roxb. leaves",
abstract = "The crude alkaloidal extract of Ixora undulata Roxb. leaves recorded a cytotoxicity of IC50 = 125 µg/mL against EL4 and revealed a reduction with CC50 = 47 µg/mL in the viability of MT-4 cells, beside a 50{\%} protection with EC50 > 47 µg/mL against HIV-1IIIB. Bioassay guided fractionation of the crude alkaloidal extract of I. undulata leaves led to the isolation of a new dimeric thiazepine alkaloid, together with the monomer and its glycoside. The isolated alkaloids were structurally elucidated based on extensive nuclear magnetic resonance spectroscopy, infrared, and HRESI/MS. The isolated alkaloids were evaluated for their anti-HIV-1 and cytotoxic activities, while the obtained results revealed promising activity with structure-based relationship, which is discussed briefly.",
keywords = "Anti-HIV-1, Cytotoxicity, Dimeric thiazepine alkaloids, Ixora undulata Roxb., Rubiaceae, Structure–activity relationship",
author = "Mohammed, {Magdy M.D.} and Mohamed, {Khaled M.}",
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Anti-HIV-1 and cytotoxicity of a new dimeric thiazepine alkaloid isolated from Ixora undulata Roxb. leaves. / Mohammed, Magdy M.D.; Mohamed, Khaled M.

I: Medicinal Chemistry Research, Bind 26, Nr. 9, 2017, s. 2119–2126.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Anti-HIV-1 and cytotoxicity of a new dimeric thiazepine alkaloid isolated from Ixora undulata Roxb. leaves

AU - Mohammed, Magdy M.D.

AU - Mohamed, Khaled M.

PY - 2017

Y1 - 2017

N2 - The crude alkaloidal extract of Ixora undulata Roxb. leaves recorded a cytotoxicity of IC50 = 125 µg/mL against EL4 and revealed a reduction with CC50 = 47 µg/mL in the viability of MT-4 cells, beside a 50% protection with EC50 > 47 µg/mL against HIV-1IIIB. Bioassay guided fractionation of the crude alkaloidal extract of I. undulata leaves led to the isolation of a new dimeric thiazepine alkaloid, together with the monomer and its glycoside. The isolated alkaloids were structurally elucidated based on extensive nuclear magnetic resonance spectroscopy, infrared, and HRESI/MS. The isolated alkaloids were evaluated for their anti-HIV-1 and cytotoxic activities, while the obtained results revealed promising activity with structure-based relationship, which is discussed briefly.

AB - The crude alkaloidal extract of Ixora undulata Roxb. leaves recorded a cytotoxicity of IC50 = 125 µg/mL against EL4 and revealed a reduction with CC50 = 47 µg/mL in the viability of MT-4 cells, beside a 50% protection with EC50 > 47 µg/mL against HIV-1IIIB. Bioassay guided fractionation of the crude alkaloidal extract of I. undulata leaves led to the isolation of a new dimeric thiazepine alkaloid, together with the monomer and its glycoside. The isolated alkaloids were structurally elucidated based on extensive nuclear magnetic resonance spectroscopy, infrared, and HRESI/MS. The isolated alkaloids were evaluated for their anti-HIV-1 and cytotoxic activities, while the obtained results revealed promising activity with structure-based relationship, which is discussed briefly.

KW - Anti-HIV-1

KW - Cytotoxicity

KW - Dimeric thiazepine alkaloids

KW - Ixora undulata Roxb.

KW - Rubiaceae

KW - Structure–activity relationship

U2 - 10.1007/s00044-017-1921-y

DO - 10.1007/s00044-017-1921-y

M3 - Journal article

AN - SCOPUS:85019613040

VL - 26

SP - 2119

EP - 2126

JO - Medicinal Chemistry Research

JF - Medicinal Chemistry Research

SN - 1054-2523

IS - 9

ER -