Cytotoxic and protective DNA damage of three new diterpenoids from the brown alga Dictoyota dichotoma

被引:35
作者
Ayyad, Seif-Eldin N. [1 ]
Makki, Mohamed S. [1 ]
Al-kayal, Nazeeha S. [1 ]
Basaif, Salim A. [1 ]
El-Foty, Kalid O. [1 ]
Asiri, Abdullah M. [1 ]
Alarif, Walied M. [2 ]
Badria, Farid A. [3 ]
机构
[1] King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah 21589, Saudi Arabia
[2] King Abdulaziz Univ, Fac Marine Sci, Marine Chem Dept, Jeddah 21589, Saudi Arabia
[3] Mansoura Univ, Fac Pharm, Dept Pharmacognosy, Mansoura 35516, Egypt
关键词
Brown algae; Dictyota dichotoma; Diterpenoids; DNA damage; Cytotoxicity; Antioxidant; DICTYOTA; METABOLITES;
D O I
10.1016/j.ejmech.2010.10.033
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three new diterpenes Amijiol acetate (3), dolabellane, Dolabellatrienol (4), and dolastane, 10-diacetate (9) were isolated together with the previously described Pachydictyol A (1), Isopachydictyol A (2), 8 beta-hydroxypachydictyol A (5), Amijiol (6), Isodictyohemiacetal (7) and Dictyol C (8) from the Red Sea brown alga Dictyota dichotoma var. implexa. The structures and relative stereochemistry of the new diterpenoids were proposed on the basis of their spectral data. Compounds 3 and 9 have potent activity against DNA damage, cytotoxicity against WI-38, HepG2, and MCF-7 cell lines, and antioxidant using ABTS and erythrocytes hemolysis. (C) 2010 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:175 / 182
页数:8
相关论文
共 25 条
[1]   Synthesis of New 2-Naphthyl Ethers and Their Protective Activities against DNA Damage Induced by Bleomycin-Iron [J].
Abdel-Wahab, Bakr F. ;
El-Ahl, Abdel-Azlz S. ;
Badria, Farid A. .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2009, 57 (12) :1348-1351
[2]   Insecticidal Metabolites from the Green Alga Caulerpa racemosa [J].
Alarif, Walied M. ;
Abou-Elnaga, Zeinab S. ;
Ayyad, Self-Eldin N. ;
Al-lihaibi, Sultan S. .
CLEAN-SOIL AIR WATER, 2010, 38 (5-6) :548-557
[3]  
Alarif WM., 2010, REV LATINOAM QUIM, V38, P52
[4]   DITERPENES BASED ON THE DOLABELLANE SKELETON FROM DICTYOTA-DICHOTOMA [J].
AMICO, V ;
ORIENTE, G ;
PIATTELLI, M ;
TRINGALI, C ;
FATTORUSSO, E ;
MAGNO, S ;
MAYOL, L .
TETRAHEDRON, 1980, 36 (10) :1409-1414
[5]  
Ayyad S E, 2001, Boll Chim Farm, V140, P155
[6]   Isolation and structure determination of the biologically active sphingolipids from marine sponge Haliclona species [J].
Ayyad, Seif-Eldin N. ;
Bahaffi, Saleh Omar S. ;
Hashish, Nadia E. .
NATURAL PRODUCT RESEARCH, 2009, 23 (01) :44-50
[7]   3 HALOGENATED METABOLITES FROM LAURENCIA-OBTUSA [J].
AYYAD, SEN ;
DAWIDAR, AAM ;
DIAS, HW ;
HOWIE, RA ;
JAKUPOVIC, J ;
THOMSON, RH .
PHYTOCHEMISTRY, 1990, 29 (10) :3193-3196
[8]  
Ayyad SEN, 2003, Z NATURFORSCH C, V58, P33
[9]  
Ayyad SEN, 2003, Z NATURFORSCH C, V58, P333
[10]   A SESQUITERPENE ETHER FROM LAURENCIA-OBTUSA [J].
AYYAD, SN ;
JAKUPOVIC, J ;
ABDELMOGIB, M .
PHYTOCHEMISTRY, 1994, 36 (04) :1077-1078