PSII inhibitory activity of resorcinolic lipids from Sorghum bicolor

被引:32
作者
Rimando, AM
Dayan, FE
Streibig, JC
机构
[1] USDA ARS, Nat Prod Utilizat Res Unit, University, MS 38677 USA
[2] Royal Vet & Agr Univ, Sect Weed Sci, Dept Agr Sci, DK-1871 Frederiksberg C, Denmark
来源
JOURNAL OF NATURAL PRODUCTS | 2003年 / 66卷 / 01期
关键词
D O I
10.1021/np0203842
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Resorcinolic lipids were isolated from the root extracts of Sorghum bicolor and identified as 4,6-dimethoxy2-[(8'Z,11'Z)-8',11',14'-pentadecatriene]resorcinol (4), 4-methoxy-6-ethoxy-2-[(8'Z,11'Z)-8',11',14'-pentadecatrienelresorcinol (5), and 4-hydroxy-6-ethoxy-2-[(10'Z,13'Z)-10',13',16'-heptadecatrienelresorcinoI (6). Compounds 4 and 5 inhibited photosynthetic oxygen evolution (IC50 0.09 and 0.20 muM, respectively). Compound 4 could not be enzymatically converted to a quinone, suggesting that the quinone moiety is not required for its photosystem II inhibitory activity. Compounds 5 and 6 are reported for the first time.
引用
收藏
页码:42 / 45
页数:4
相关论文
共 20 条
[1]   CHEMICAL-REGULATION OF DISTANCE - CHARACTERIZATION OF THE 1ST NATURAL HOST GERMINATION STIMULANT FOR STRIGA-ASIATICA [J].
CHANG, M ;
NETZLY, DH ;
BUTLER, LG ;
LYNN, DG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (24) :7858-7860
[2]   PHYTOTOXICITY OF SORGOLEONE FOUND IN GRAIN-SORGHUM ROOT EXUDATES [J].
EINHELLIG, FA ;
SOUZA, IF .
JOURNAL OF CHEMICAL ECOLOGY, 1992, 18 (01) :1-11
[3]   PRIOR CROPPING WITH GRAIN-SORGHUM INHIBITS WEEDS [J].
EINHELLIG, FA ;
RASMUSSEN, JA .
JOURNAL OF CHEMICAL ECOLOGY, 1989, 15 (03) :951-960
[4]   Xenognosin methylation is critical in defining the chemical potential gradient that regulates the spatial distribution in Striga pathogenesis [J].
Fate, GD ;
Lynn, DG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (46) :11369-11376
[5]   Inhibition of a photosystem II electron transfer reaction by the natural product sorgoleone [J].
Gonzalez, VM ;
Kazimir, J ;
Nimbal, C ;
Weston, LA ;
Cheniae, GM .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1997, 45 (04) :1415-1421
[6]   THE D-E REGION OF THE D1 PROTEIN IS INVOLVED IN MULTIPLE QUINONE AND HERBICIDE INTERACTIONS IN PHOTOSYSTEM-II [J].
KLESS, H ;
ORENSHAMIR, M ;
MALKIN, S ;
MCINTOSH, L ;
EDELMAN, M .
BIOCHEMISTRY, 1994, 33 (34) :10501-10507
[7]   Resorcinolic lipids, the natural non-isoprenoid phenolic amphiphiles and their biological activity [J].
Kozubek, A ;
Tyman, JHP .
CHEMICAL REVIEWS, 1999, 99 (01) :1-25
[8]   WEED-CONTROL IN GLYPHOSATE-TOLERANT SUGAR-BEET (BETA-VULGARIS L.) [J].
MADSEN, KH ;
JENSEN, JE .
WEED RESEARCH, 1995, 35 (02) :105-111
[9]   GERMINATION STIMULANTS OF WITCHWEED (STRIGA-ASIATICA) FROM HYDROPHOBIC ROOT EXUDATE OF SORGHUM (SORGHUM-BICOLOR) [J].
NETZLY, DH ;
RIOPEL, JL ;
EJETA, G ;
BUTLER, LG .
WEED SCIENCE, 1988, 36 (04) :441-446
[10]   Phytotoxicity and distribution of sorgoleone in grain sorghum germplasm [J].
Nimbal, CI ;
Pedersen, JF ;
Yerkes, CN ;
Weston, LA ;
Weller, SC .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1996, 44 (05) :1343-1347