1995
DOI: 10.1021/bi00039a011 View full text |Buy / Rent full text
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Abstract: Xestoquinone isolated from a sea sponge Xestospongia sapra inhibited both Ca2+ and K(+)-(EDTA) ATPase of skeletal muscle myosin. The inhibition was abolished in the presence of dithiothreitol. Xestoquinone reacted with 2-mercaptoethanol, a sulfhydryl (SH) compound. Unlike N-ethylmaleimide, a well-known SH reagent, modification of 2 mol of SH groups per myosin by xestoquinone caused a marked increase in the actomyosin ATPase activity. Kinetical analysis of stimulatory effects of xestoquinone indicates a decreas… Show more

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“…This inhibition is abolished by dithiothreitol, suggesting modification of myosin SH groups by XQN. Recent work in our laboratory showed that unlike N ethylmaleimide, a well-known SH reagent, modification of 2 mol of SH groups per myosin by XQN causes a marked increase in the actomyosin ATPase activity (131). It is noteworthy that N-ethylmaleimide is still able to modify both the SH1 and SH2 groups after modification of 2 mol of SH groups by XQN.…”
Section: Modification Of Specific Sulfhydryl (Sh) Groups Of Myosin Bymentioning
“…7 Cyclozonarone has been reported to have feeding deterrent activity against young abalones and was recently reported to have activity against Trypanosoma cruzi epimastigotes Tulahuen strain (Chagas' disease) with a GI 50 value of 700 nM. 10 Xestoquinone has shown limited activity in cytotoxicity screens but was found to be a moderate inhibitor of the oncogenic protein tyrosine kinase pp60 V-SRC , 11 an inhibitor of Ca 2+ ATPase from the skeletal muscle myosin, 12 and showed moderate in vivo activity in mice infected with Plasmodium berghei NK65. 13 Alisiaquionones were reported to have activity against the enzyme targets, plasmodial kinase PFnek-1 and protein farnesyl transferase and against Plasmodium falciparum both in vitro and in vivo.…”
Section: Discussionmentioning
“…[45] Das Strukturgerüst wurde über eine intramolekulare [4+2]-Cycloaddition von o-Chinodimethanen synthetisiert, wobei letztere durch thermische Ringöffnung von Benzocyclobutanderivaten zugänglich sind (Schema 12). [46] Mit [42,43,47] manche hemmen außerdem auch die Cdc25B-Phosphatase. [48] Diese Grundgerüste könn-ten daher interessante Ausgangspunkte für neue Verbindungsbibliotheken zur Entwicklung von Wirkstoffkandidaten sein.…”
Section: Mehrfach Anellierte Furanderivateunclassified
“…Numerous natural products have been used as pharmacological tools for pharmacological, physiological and biochemical studies (Ohizumi 1997). We have found that several natural products such as goniodomin A , purealin (Takito et al 1986) and xestoquinone (Sakamoto et al 1993) Fraction II (0.5 g) (++) Fraction III (3.2 g) Fraction IV (6.3 g) (+)…”
Section: Introductionmentioning
“…The SAR results revealed that a saturated 15-membered cyclic amine fused to the natural motuporamine diamine side chain (i.e., saturated 81) represented the optimal structure for anti-invasive activity in this family. and K þ -ATPase of skeletal muscle myosin [91]. SAR Investigations showed that 102 and three synthetic analogues with a quinone structure significantly inhibited Ca 2 þ ATPase activity.…”
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