Scalarane Sesterterpenes from the Egyptian Red Sea Sponge Phyllospongia lamellose

Marwa H.A.  Hassan; Mostafa Rateb; Mona Hetta; Tarek A.  Abdelaziz; Mohamed A.  Sleim; Marcel Jaspars; Rabab Mohammed

doi:10.1016/j.tet.2014.12.035

Scalarane Sesterterpenes from the Egyptian Red Sea Sponge Phyllospongia lamellose

Marwa H.A. Hassan, Mostafa Rateb, Mona Hetta, Tarek A. Abdelaziz, Mohamed A. Sleim, Marcel Jaspars, Rabab Mohammed

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

22 Citations (Scopus)

Abstract

Biology and HRESIMS-guided screening of the dichloromethane fraction of the marine sponge Phyllospongia lamellosa collected from the Red Sea resulted in the isolation and characterization of five new scalarane sesterterpenes; phyllospongins A–E (1–5), in addition to four known derivatives, 12α-acetoxy-20,24-dimethyl-25-norscalar-16-en-24-one (6), 12α-acetoxy-13β,18β-cyclobutan-20,24-dimethyl-24-oxoscalar-16-en-25β-ol (7), 12α-acetoxy-24,25-epoxy-24-hydroxy-20,24-dimethylscalarane (8), and scalardysin-A (9) that were previously isolated from Carteriospongia sp. and Dysidea sp. The structures of the isolated compounds were fully characterized using NMR spectroscopic techniques and mass spectrometric analysis. All the isolated compounds were tested for their cytotoxic activity against human cancer cell lines (HePG-2, MCF-7, and HCT-116) and antibacterial activity against some Gram-positive and Gram-negative strains.

Original language	English
Pages (from-to)	577-583
Journal	Tetrahedron
Volume	71
Issue number	4
DOIs	https://doi.org/10.1016/j.tet.2014.12.035
Publication status	Published - 28 Jan 2015
Externally published	Yes

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title = "Scalarane Sesterterpenes from the Egyptian Red Sea Sponge Phyllospongia lamellose",

abstract = "Biology and HRESIMS-guided screening of the dichloromethane fraction of the marine sponge Phyllospongia lamellosa collected from the Red Sea resulted in the isolation and characterization of five new scalarane sesterterpenes; phyllospongins A–E (1–5), in addition to four known derivatives, 12α-acetoxy-20,24-dimethyl-25-norscalar-16-en-24-one (6), 12α-acetoxy-13β,18β-cyclobutan-20,24-dimethyl-24-oxoscalar-16-en-25β-ol (7), 12α-acetoxy-24,25-epoxy-24-hydroxy-20,24-dimethylscalarane (8), and scalardysin-A (9) that were previously isolated from Carteriospongia sp. and Dysidea sp. The structures of the isolated compounds were fully characterized using NMR spectroscopic techniques and mass spectrometric analysis. All the isolated compounds were tested for their cytotoxic activity against human cancer cell lines (HePG-2, MCF-7, and HCT-116) and antibacterial activity against some Gram-positive and Gram-negative strains.",

author = "Hassan, {Marwa H.A.} and Mostafa Rateb and Mona Hetta and Abdelaziz, {Tarek A.} and Sleim, {Mohamed A.} and Marcel Jaspars and Rabab Mohammed",

year = "2015",

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doi = "10.1016/j.tet.2014.12.035",

language = "English",

volume = "71",

pages = "577--583",

journal = "Tetrahedron",

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T1 - Scalarane Sesterterpenes from the Egyptian Red Sea Sponge Phyllospongia lamellose

AU - Hassan, Marwa H.A.

AU - Rateb, Mostafa

AU - Hetta, Mona

AU - Abdelaziz, Tarek A.

AU - Sleim, Mohamed A.

AU - Jaspars, Marcel

AU - Mohammed, Rabab

PY - 2015/1/28

Y1 - 2015/1/28

N2 - Biology and HRESIMS-guided screening of the dichloromethane fraction of the marine sponge Phyllospongia lamellosa collected from the Red Sea resulted in the isolation and characterization of five new scalarane sesterterpenes; phyllospongins A–E (1–5), in addition to four known derivatives, 12α-acetoxy-20,24-dimethyl-25-norscalar-16-en-24-one (6), 12α-acetoxy-13β,18β-cyclobutan-20,24-dimethyl-24-oxoscalar-16-en-25β-ol (7), 12α-acetoxy-24,25-epoxy-24-hydroxy-20,24-dimethylscalarane (8), and scalardysin-A (9) that were previously isolated from Carteriospongia sp. and Dysidea sp. The structures of the isolated compounds were fully characterized using NMR spectroscopic techniques and mass spectrometric analysis. All the isolated compounds were tested for their cytotoxic activity against human cancer cell lines (HePG-2, MCF-7, and HCT-116) and antibacterial activity against some Gram-positive and Gram-negative strains.

AB - Biology and HRESIMS-guided screening of the dichloromethane fraction of the marine sponge Phyllospongia lamellosa collected from the Red Sea resulted in the isolation and characterization of five new scalarane sesterterpenes; phyllospongins A–E (1–5), in addition to four known derivatives, 12α-acetoxy-20,24-dimethyl-25-norscalar-16-en-24-one (6), 12α-acetoxy-13β,18β-cyclobutan-20,24-dimethyl-24-oxoscalar-16-en-25β-ol (7), 12α-acetoxy-24,25-epoxy-24-hydroxy-20,24-dimethylscalarane (8), and scalardysin-A (9) that were previously isolated from Carteriospongia sp. and Dysidea sp. The structures of the isolated compounds were fully characterized using NMR spectroscopic techniques and mass spectrometric analysis. All the isolated compounds were tested for their cytotoxic activity against human cancer cell lines (HePG-2, MCF-7, and HCT-116) and antibacterial activity against some Gram-positive and Gram-negative strains.

U2 - 10.1016/j.tet.2014.12.035

DO - 10.1016/j.tet.2014.12.035

M3 - Article

SN - 0040-4020

VL - 71

SP - 577

EP - 583

JO - Tetrahedron

JF - Tetrahedron

IS - 4

ER -

Scalarane Sesterterpenes from the Egyptian Red Sea Sponge Phyllospongia lamellose

Abstract

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