Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the red sea sponge Diacarnus erythraeanus

Khalid A. El Sayed; Mark T. Hamann; Nadia E. Hashish; W. Thomas Shier; Michelle Kelly; Anis A. Khan

doi:10.1021/np000529+

Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the red sea sponge Diacarnus erythraeanus

Khalid A. El Sayed, Mark T. Hamann, Nadia E. Hashish, W. Thomas Shier, Michelle Kelly, Anis A. Khan

Medicinal Chemistry

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

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Abstract

A new norsesterterpene acid, named muqubilone (1), along with the known sigmosceptrellin-B and muqubilin were isolated from the Red Sea sponge Diacarnus erythraeanus. The structure determination of 1 was based primarily on 1D and 2D NMR analyses. Sigmosceptrellin-B exhibits significant in vitro antimalarial activity against Plasmodium falciparum (D6 and W2 clones) with IC₅₀ values of 1200 and 3400 ng/mL, respectively. Muqubilin and 1 show in vitro antiviral activity against herpes simplex type 1 (HSV-1) with ED₅₀ values of 7.5 and 30 μg/mL, respectively. Muqubilin and sigmosceptrellin-B display potent in vitro activity against Toxoplasma gondii at a concentration of 0.1 μM without significant toxicity.

Original language	English (US)
Pages (from-to)	522-524
Number of pages	3
Journal	Journal of Natural Products
Volume	64
Issue number	4
DOIs	https://doi.org/10.1021/np000529+
State	Published - Apr 2001

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title = "Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the red sea sponge Diacarnus erythraeanus",

abstract = "A new norsesterterpene acid, named muqubilone (1), along with the known sigmosceptrellin-B and muqubilin were isolated from the Red Sea sponge Diacarnus erythraeanus. The structure determination of 1 was based primarily on 1D and 2D NMR analyses. Sigmosceptrellin-B exhibits significant in vitro antimalarial activity against Plasmodium falciparum (D6 and W2 clones) with IC50 values of 1200 and 3400 ng/mL, respectively. Muqubilin and 1 show in vitro antiviral activity against herpes simplex type 1 (HSV-1) with ED50 values of 7.5 and 30 μg/mL, respectively. Muqubilin and sigmosceptrellin-B display potent in vitro activity against Toxoplasma gondii at a concentration of 0.1 μM without significant toxicity.",

author = "{El Sayed}, {Khalid A.} and Hamann, {Mark T.} and Hashish, {Nadia E.} and Shier, {W. Thomas} and Michelle Kelly and Khan, {Anis A.}",

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T1 - Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the red sea sponge Diacarnus erythraeanus

AU - El Sayed, Khalid A.

AU - Hamann, Mark T.

AU - Hashish, Nadia E.

AU - Shier, W. Thomas

AU - Kelly, Michelle

AU - Khan, Anis A.

PY - 2001/4

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N2 - A new norsesterterpene acid, named muqubilone (1), along with the known sigmosceptrellin-B and muqubilin were isolated from the Red Sea sponge Diacarnus erythraeanus. The structure determination of 1 was based primarily on 1D and 2D NMR analyses. Sigmosceptrellin-B exhibits significant in vitro antimalarial activity against Plasmodium falciparum (D6 and W2 clones) with IC50 values of 1200 and 3400 ng/mL, respectively. Muqubilin and 1 show in vitro antiviral activity against herpes simplex type 1 (HSV-1) with ED50 values of 7.5 and 30 μg/mL, respectively. Muqubilin and sigmosceptrellin-B display potent in vitro activity against Toxoplasma gondii at a concentration of 0.1 μM without significant toxicity.

AB - A new norsesterterpene acid, named muqubilone (1), along with the known sigmosceptrellin-B and muqubilin were isolated from the Red Sea sponge Diacarnus erythraeanus. The structure determination of 1 was based primarily on 1D and 2D NMR analyses. Sigmosceptrellin-B exhibits significant in vitro antimalarial activity against Plasmodium falciparum (D6 and W2 clones) with IC50 values of 1200 and 3400 ng/mL, respectively. Muqubilin and 1 show in vitro antiviral activity against herpes simplex type 1 (HSV-1) with ED50 values of 7.5 and 30 μg/mL, respectively. Muqubilin and sigmosceptrellin-B display potent in vitro activity against Toxoplasma gondii at a concentration of 0.1 μM without significant toxicity.

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ER -

Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the red sea sponge Diacarnus erythraeanus

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