title: Soft coral Cespitularia stolonifera: New cytotoxic ceramides and gastroprotective activity.
abstract: In the present study, a new ceramide, namely 2S, 3R-4E, 8E-2-(heptadecanoylamino)-heptadeca-4, 8-diene-1, 3-diol (1), along with four known steroids, including 24-methylcholesta-5, 24(28)-diene-3β-ol (2), 24-methylcholesta-5, 24(28)-diene-3β-acetate (3), 4-methyl-24-methylcholesta-22-ene-3-ol (4), and cholesterol, was isolated and characterized from CH2Cl2/MeOH extract of Cespitularia stolonifera. A new acetate derivative of compound 1, termed 2S, 3R-4E, 8E-2-(heptadecanoylamino)-heptadeca-4, 8-diene-1, 3-diacetate (1a), was also prepared in the present study. All the structures were established on the basis of modern spectroscopic techniques, including FT-IR, 1D, 2D-NMR, HRESI-MS, and GC-MS, in addition of chemical methods. (-)-Alloaromadendren, ledane, (1)-alloaromadendren oxide, isoaromadendrene epoxide and (-)-caryophellen oxide were identified from the n-hexane fraction using GC-MS. The extract and the two ceramides (1) and (1a) exhibited significant cytotoxic activity against lung cancer A549 cells, while the extract and the two steroids (2) and (3) exhibited significant cytotoxic activity against breast cancer MCF-7 cells. The CH2Cl2/MeOH extract exhibited significant antiulcer activity in both ethanol and acetic acid induced ulcer models in rats, as evidenced by histopathological, histochemical, and biochemical examinations.
authors.affiliation: Natural Compounds Chemistry Department, National Research Centre, Giza 12622, Egypt. Electronic address: elshamynrc@yahoo.com.
authors.forename: Abdelsamed I
authors.initials: AI
authors.lastname: Elshamy
authors.affiliation: Natural Compounds Chemistry Department, National Research Centre, Giza 12622, Egypt.
authors.forename: Walaa A
authors.initials: WA
authors.lastname: El-Kashak
authors.affiliation: Pharmacology Department, National Research Centre, Giza 12622, Egypt.
authors.forename: Heba M I
authors.initials: HM
authors.lastname: Abdallah
authors.affiliation: Pathology Department, National Research Centre, Giza 12622, Egypt.
authors.forename: Abdelrazik H
authors.initials: AH
authors.lastname: Farrag
authors.affiliation: Natural Compounds Chemistry Department, National Research Centre, Giza 12622, Egypt.
authors.forename: Mahmoud I
authors.initials: MI
authors.lastname: Nassar
mesh_terms: D000072283:A549 Cells; D019342:Acetic Acid; D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000897:Anti-Ulcer Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D001688:Biological Products / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D001943:Breast Neoplasms / Q000188:drug therapy; D002518:Ceramides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D004195:Disease Models, Animal; D000431:Ethanol; D005260:Female; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D051381:Rats; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D014456:Ulcer / Q000139:chemically induced / Q000188:drug therapy
chemical_list: C000616517:2-(heptadecanoylamino)heptadeca-4,8-diene-1,3-diol; D000897:Anti-Ulcer Agents; D000970:Antineoplastic Agents; D001688:Biological Products; D002518:Ceramides; D013256:Steroids; D000431:Ethanol; D019342:Acetic Acid
keywords: Anticancer leading constituents; Antiulcer activity; Ceramide; Cespitularia stolonifera; Steroids