Typescript. / Thesis (Ph. D.)--University of Hawaii, 1968. / Bibliography: leaves [132]-137. / xi, 137 l graphs, tables

Thesis (Ph. D.)--West Virginia University, 2008. / Title from document title page. Document formatted into pages; contains xvi, 200 p. : ill. Includes abstract. Includes bibliographical references (p. 95-97).

Bibliography: pages 193-195. / The synthesis of the naphthalene core of the ansamycin antibiotics, 8-acetyl-3-acetylamino-5,7-dihydroxy-1,4-naphthoquinone from benzoquinone by means of simple reactions including, Diels-Alder adduct formation, mild acetylation, oxime formation and Beckmann rearrangement in five steps with an overall yield of 22% is described in Chapter 1. The synthesis of the naturally occurring naphthoquinone derivative, possessing anti tumour and antiprotozoal properties, bikaverin is described in Chapter 2. Starting from vanillin the key intermediate 2-(2'-benzyloxy-6'-methyl-4'-methoxybenzoyl)-1,4,5,6,8-pentamethoxynaphthalene was prepared in six simple steps in an overall yield of 18%. This key intermediate was converted into bikaverin utilizing two independent routes. In the first route the benzyl group was removed from the key intermediate by hydrogenolysis followed by oxidative spiro ring formation , with 2,3-dichloro-5,6-dicyanobenzoquinone. After effecting xanthone ring formation and removal of two methyl groups with lithium iodide, bikaverin was produced in six steps in an overall yield of 32%. In the second route the key intermediate was first oxidised by silver (II) oxide this was followed by removal of the benzyl group and two methyl groups peri- to the quinone with boron trichloride, which led to spontaneous spiro ring formation, ultimately bikaverin was produced in three steps in an overall of 34%. The syntheses of the naturally occurring product ventiloquinone E and its trans-isomer as well as an isomer of the naturally occurring ventiloquinone J and its trans-isomer are described in Chapter 3. Starting from 1,2,4,5,8-pentamethoxynaphthalene, the synthesis of which has been described in Chapter 2, ventiloquinone E was prepared in nine steps in an overall yield of 7%. Similarly an isomer of ventiloquinone J was also prepared from 1,2,4,5,8-pentamethoxynaphthalene in ten steps in an overall yield of 6%. In both cases a mixture of cis-and trans-isomers was obtained, a successful resolution of both mixtures was accomplished by thin layer chromatography. By two other methods the trans-isomer of ventiloquinone E could be prepared in either nine steps in an overall yield of 23% or in six steps with an overall yield of 30% starting from the same pentamethoxynaphthalene.

It was the aim of this investigation to prepare derivatives of 1,4-naphthoquinone substituted at the 2- and 3- positions with various amino groups. 2,3-Dichloro-1,4-naphthoquinone was selected as the starting material because of the possibility of replacing the chloro groups in direct substitution reactions with amines.

This thesis investigates nitrogen derivatives of naphthoquinone.

A series of nitrogen derivatives of 1,4-naphthoquinone, which are structurally similar to the compounds of Hall, has been prepared by this worker. In general, the amido groups are those of the long-chain, fatty acids, and it is believed they will have increased physiological activity. These compounds are to be tested for medicinal activity by Parke-Davis and Company.

The study of some acylurea derivatives of 2-amino-3-alkylamino- and -3-arylamino-1,4-naphthoquinones was undertaken to determine the course of reaction under conditions similar to those used by J. R. Hoover and A. R. Day to prepare 2-alkyl-1H-naphth[2,3-d] imidazole-4.9-diones from 2-acylamino-3-amino-1,4-naphthoquinones.

Thesis (M.Sc.)(Plant Science))--University of Pretoria, 2007. / Includes bibliographical references.

Imidazole derivatives of 1,4-naphthoquinones are found to have biological activity which interferes with the utilization of vitamin K or of the purines since they have groups common to these two classes of compounds. This thesis shows the preparation of some 1-substituted-naphthimidazole-4,9-diones for possible biological activity.

No description available.