Synthesis of some hydroxynaphthazarins and their cardioprotective effects under ischemia-reperfusion in vivo

Synthesis, Cytotoxic and Contraceptive Activity of 6,8,9-Trihydroxy-2-methyl-2H-naphtho[2,3-b]pyran-5,10-dione, a Pigment of Echinothrix diadema, and its Analogs

“…Physicochemical and spectroscopic data for 2a are in agreement with the data published for the pigment isolated from Strongylacentratus nudus [19]; for 2b are in agreement with the data published for the pigment isolated from Echinothrix sea urchins [20]; and for pigments 2d and 2e are in agreement with the data published for the pigments isolated from Scaphechinus mirabilis [21]. 6,7-Dichloro-2,5,8-trihydroxy-1,4-naphthoquinone (2c) was synthesized according to a described method [22]. Bromo-2,5,8-trihydroxy-6-ethyl-1,4- Dichloro-6,9-dihydroxy-2-methyl-2H-naphtho[2,3-b]pyran-5,10-dione (1c) Yield 57%.…”

Echinochrome, a naturally occurring iron chelator and free radical scavenger in artificial and natural membrane systems

“…Echinochrome ( Echinochrome (Ech) was isolated from the sea urchin Strongylocentrotus intermedius (Kol'tsova et al, 1978) and 2,3,7-trimethoxyechinochrome (TMEch) was prepared by synthesis (Anufriev et al, 1998). NMR and mass-spectroscopy were used to check the purity of the compounds.…”

“…In animal experimental models of myocardial ischemia/reperfusion injury, echinochrome exhibits a considerable protective effect, and reduces infarct size (tetrazolium staining) by 45% (Anufriev et al, 1998). Administration of echinochrome (the cardiovascular drug bhistochromeQ) before thrombolytic therapy in patients presenting with an acute myocardial infarction decreases the incidences of ventricular extrasystoles and of episodes of accelerated idioventricular rhythm, limits the extent of necrosis during the acute phase of myocardial infarction, and inhibits lipid peroxidation in plasma (Zakirova et al, 1997;Buimov et al, 2002).…”

Synthesis and evaluation of antitumor activity of novel 2-[N-Methyl-N-(4-methyl-1,3-benzothiazol-2-yl)aminomethyl]-5,8-diacyloxy-1,4-naphthoquinones

“…Despite the limitations of quinoid compounds, anthracyclines, and other agents such as doxorubicin, idarubicin, aclarubicin, and naphthazarin, because of their life-threatening cardiomyopathy upon chronic administration, they still provide significant anti-inflammation or antioxidation functions (Anufriev et al, 1998;Kourounakis et al, 2002). Among the 1,4-naphthoquinones, two interesting structures are 2-and 6-substituted 5,8-dihydroxy-1,4-naphthoquinone (DHNQ) derivatives because they have significant cytotoxic and aintitumor activities (Baik et al, 1997).…”