ChemInform Abstract: Chemistry of Naphthazarin Derivatives. Part 7. Determination of Structures of Substituted 2,6(7)‐Dihydroxynaphthazarins by UV and IR Spectroscopy.

Abstract

2001quinones quinones (naphthalene compounds) Q 0910 -078Chemistry of Naphthazarin Derivatives. Part 7. Determination of Structures of Substituted 2,6(7)-Dihydroxynaphthazarins by UV and IR Spectroscopy.-A variety of substituted 2,6-and 2,7dihydroxynaphthazarins is synthesized and their spectroscopic characteristics are reported. Based on their spectral regularities, the structure of the natural product cuculoquinone (VII) is revised. -(GLAZUNOV, V. P.; TCHIZHOVA, A. YA.; SHUVALOVA, M. I.; ANUFRIEV, V. PH.; Russ.

Free Radical Scavenging Activities of Naturally Occurring and Synthetic Analogues of Sea Urchin Naphthazarin Pigments

“…Physicochemical and spectroscopic data for 1 are in agreement with the data published for the pigment isolated from Echinothrix sea urchins [13]. Ethylnaphthopurpurin (2,5,8-trihydroxy-3-ethyl-1,4naphthoquinone, 2) [16], ethylmompain (2,5,7,8-tetrahydroxy-3ethyl-1,4-naphthoquinone, 4) [17], ethylisomompain (2,5,6,8-tetrahydroxy-3-ethyl-1,4-naphthoquinone, 5) [18], and echinochrome A (2,5,6,7,8-pentahydroxy-3-ethyl-1,4-naphthoquinone 6) [5,6] were synthesized according to described methods. Physicochemical and spectroscopic data for pigments 2, 4-6 are in agreement with the data published for the pigments isolated from Scaphechinus mirabilis [11].…”

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

“…Yields were not optimized. Mompain (2,5,7,8-tetrahydroxy-1,4-naphthoquinone, 2a) [15], naphthopurpurin (2,5,8-trihydroxy-1,4-naphthoquinone, 2b) [16], ethylmompain (2,5,7,8-tetrahydroxy-3-ethyl-1,4-naphthoquinone, 2d) [17], ethylisomompain (2,5,6,8-tetrahydroxy-3-ethyl-1,4naphthoquinone, 2e) [18] were synthesized according to described methods. 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].…”

“…Compounds 1a, 1d, 1e and 4 are able to block spermatozoids and eggs in much lower doses than ones having a cytotoxic effect and may be used as contraceptives. [18] were synthesized according to described methods. 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].…”