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Organocatalytic atroposelective synthesis of naphthoquinone thioglycosides from aryl-naphthoquinones and thiosugars

Chemical Communications, 2023
A stereoselective organocatalytic strategy was developed to synthesize the axially chiral naphthoquinone thioglycosides from aryl-naphthoquinones and thiosugars. The reaction pathway involves atroposelective addition and stereoretentive oxidation.
Yuling Wu   +8 more
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Naphthoquinone Derivatives Targeting Melanoma

Current Topics in Medicinal Chemistry, 2023
Abstract: Cancer is responsible for high mortality rates worldwide, representing a serious health problem. In this sense, melanoma corresponds to the most aggressive type of skin cancer, being the cause of the highest death rates. Therapeutic strategies for the treatment of melanoma remain limited, with problems associated with toxicity, serious side ...
Jéssica Alves Nunes   +3 more
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Antifungal and antibacterial naphthoquinones from Newbouldia laevis roots

open access: yesPhytochemistry, 1996
From a dichloromethane extract of Newbouldia laevis roots, four new (6-hydroxydehydroiso-alpha-lapachone, 7-hydroxydehydroiso-alpha-lapachone, 5,7-dihydroxydehydroiso-alpha-lapachone and 3-hydroxy-5-methoxydehydroiso-alpha-lapachone) and six known ...
Jean-Luc Wolfender   +1 more
exaly   +1 more source

Tubulin‐Perturbing Naphthoquinone Spiroketals

Chemical Biology & Drug Design, 2008
Several natural and synthetic naphthoquinone spiroketals are potent inhibitors of the thioredoxin–thioredoxin reductase redox system. Based on the antimitotic and weak antitubulin actions noted for SR‐7 ([8‐(furan‐3‐ylmethoxy)‐1‐oxo‐1,4‐dihydronaphthalene‐4‐spiro‐2′‐naphtho[1″,8″‐de][1′,3′][dioxin]), a library of related compounds was screened for ...
Raghavan, Balachandran   +4 more
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1,4-Naphthoquinone

2001
[130-15-4] C10H6O2 (MW 158.16) InChI = 1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H InChIKey = FRASJONUBLZVQX-UHFFFAOYSA-N (dienophile used to synthesize various aromatic rings via Diels–Alder or cycloaddition-type reactions;1 undergoes amination,2 allylation,3 cyclooligomerization,4 and Thiele–Winter acetoxylation to give ...
Erica Caldwell   +2 more
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A Second Naphthoquinone in Spinach Chloroplasts

Nature, 1964
DURING the chromatography of lipids from spinach chloroplasts we have observed a compound which appears to be a form of vitamin K which is different from the well-known vitamin K1. The latter has previously been isolated from chloroplasts1,2 and is widely distributed in green plants3.
M, MCKENNA, M D, HENNINGER, F L, CRANE
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Luciferase inhibition by a novel naphthoquinone

Journal of Photochemistry and Photobiology B: Biology, 2012
The novel naphthoquinone 12,13-dihydro-N-methyl-6,11,13-trioxo-5H-benzo[4,5]cyclohepta[1,2-b]naphthalen-5,12-imine (hereafter called TU100) was created as a potential chemotherapeutic agent. Previous work showed it is an irreversible inhibitor of type I and II topoisomerases that alkylates specific enzyme thiols.
Bedford, Rebecca   +8 more
openaire   +3 more sources

A spiro-linked pyrene–naphthoquinone

Acta Crystallographica Section C Crystal Structure Communications, 2000
The title molecule, 2'-pyrenylspiro[2, 3-dihydro-1H-cyclopenta[b]naphthalene-2,5'-1',3'-dioxane]-4,9-dione, C(32)H(22)O(4), contains an electron-donating pyrene group spiro-linked to an electron-accepting naphthoquinone. The molecules are V-shaped in profile and stack to form columns along b with alternating, approximately coplanar, pyrene and ...
J A, Potenza   +4 more
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Reactions of 1,4-naphthoquinone and 5-hydroxy-1,4-naphthoquinone with ninhydrin

Russian Chemical Bulletin, 2019
1,4-Naphthoquinone and 5-hydroxy-1,4-naphthoquinone react with ninhydrin to give 2-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)naphthalene-1,4-dione and 8-hydroxy- 2-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)naphthalene-1,4-dione, respectively.
L. M. Gornostaev   +5 more
openaire   +1 more source

In Vitro Cytotoxicities of 1,4‐Naphthoquinone and Hydroxylated 1,4‐Naphthoquinones to Replicating Cells

Journal of Applied Toxicology, 1993
AbstractUsing the human hepatoma cell line, HepG2, and the BALB/c mouse fibroblast cell line, 3T3, as the bioindicators in the neutral red cytotoxicity assay, the effect of hydroxyl substitution on the toxicity of 1,4‐naphthoquinone was studied.
H, Babich, A, Stern
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