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Showing 1 to 12 of 12 for “"quinone methide"”.
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REVERSIBLE QUINONE METHIDE ALKYLATION OF DNA
… cause cancer and also to serve as its treatment. Quinone methides (QMs) are highly electrophilic molecules implicated in numerous metabolism processes. Studies of QM's reversible reaction with nucleophiles of DNA are important to understand the mechanism of its biological activity. Reversible …
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Elucidation of the quinone methide tautomer of riboflavin and generation of a flavin nitroxyl radical
Thesis (Ph.D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 1981.
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ΣΥΝΘΕΣΗ ΚΑΙ ΜΕΛΕΤΗ 0-ΚΙΝΟΝΙΜΙΝΟ-, 0-ΚΙΝΟΝΟ-ΜΕΘΙΔΟ- ΚΑΙ Ο-ΚΙΝΟΝΙΜΙΝΟ- ΜΕΘΙΔΟ- ΠΑΡΑΓΩΓΩΝ ΤΗΣ 9, 10-ΦΑΙΝΑΝΘΡΕΝΟΚΙΝΟΝΗΣ ΚΑΙ ΤΗΣ 1, 2-ΑΚΕΝΑΦΘΕΝΟΚΙΝΟΝΗΣ
… REACTS WITH STABLE AND SEMISTABLE YLIDES AND O-QUINONE-METHIDE IMINES ARE ISOLATED. SOME OF THEM ARE THERMALLY CYCLIZED TO CONDENSED HETERCYCLIC COMPOUNDS . 10-METHOXY-IMINE-9-PHENANTHRENONE REACTS WITH DIENOPHILES TO GIVE DIELS-ALDER PRODUCTS AND ALSO CONDENSED PYRIDINE DERIVATIVES . REACTIONS …
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Biomimetic synthesis of natural products via reactions of ortho-quinone methides
… This thesis will describe the use ortho-quinone methides and cascade reactions towards the biomimetic synthesis of the penilactones A and B, the peniphenones A-D, virgatolide B and epicolactone. The total synthesis of ent-penilactone A and penilactone B has been achieved via biomimetic …
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Synthesis and anticancer evaluation of agelastatin alkaloid derivatives and enantioselective total synthesis of aspidosperma alkaloids
… (-)-jerantinine A is described. A key para-aza-quinone methide pentacyclic intermediate enables A-ring to C-ring oxidation state transfer. Our synthesis is streamlined through the development of two multi-step single-pot procedures which proceed with high efficiency. We further demonstrate the …
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Total synthesis of oxaphenalenone natural products
… synthetic operations to assemble a masked ortho-quinone methide (o-QM) bearing the OP framework via interrupted Rieche formylation. The masked o-QM intermediate was utilized in the syntheses of additional OP natural products such as SF226 and the para-quinone methide (p-QM) corymbiferone C, as …
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Impact of lignification of corn stover fractions on cell wall degradation by rumen microorganisms and response to ammonia treatment
… content. A hypothesis of formation of reactive quinone methide intermediates from lignin during rumen fermentation was tested in vitro by incubating corn stover fractions with S-containing reducing agents. Sulphur incorporation into residual fiber occurred (P<.05), indicative of nucleophilic …
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Initial Studies on a Novel Target-Promoted DNA Alkylation System
… which consists of a DNA intercalating/alkylating quinone methide (QM) precursor, a removable amine linker, and a sequence-specific delivery. The QM in this system was regenerated by eliminating the amino linker promoted by the hydrophobic interaction between the target DNA and the intercalating QM …
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BIOCHEMICAL ACTIONS OF A NOVEL CIS-TERPENONE
… Professor Department of Chemistry</p> <p>Quinone methides are reactive species due to their electrophilicity, and natural quinone methide analogs have broad biological activities. Based on known actions of cytochrome P450 enzymes, we hypothesized that trans-terpenones can be metabolized in …
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Synthesis of sesquiterpene-tropolones
… reaction between a tropolone ortho-quinone methide and derivatives of α–humulene. Concise and scalable syntheses of both fragments are described, as well as alternative approaches to key intermediates. During the development of the tropolone synthesis, an unprecedented photochemical …
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Novel Antimalarial Compounds from the Optimization of the Malaria Box
… base moiety might act as the precursor of toxic quinone methide intermediates, and designed two analogs to block this potential toxicophore. Although the modification resulted in reduced potency, this result proved that the potency of MMV665831 does not stem from the formation of quinone …
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Design Synthesis and Evaluation Of Diterpenones As Potent Chemopreventive Agents For Aflatoxin B1 Induced Carcinogenesis In Human Liver Cells
… Professor Department of Chemistry Terpene quinone methides (TPQMs) have been isolated from a variety of plants and show broad activities against bacteria, fungi, and cancerous cell lines. The biological activity has been attributed to the reactive electrophilic QM moiety, this structural …