Literature DB >> 464645

The sensitizing capacity of naturally occurring quinones. Experimental studies in guinea pigs. II. Benzoquinones.

K H Schulz, I Garbe, B M Hausen, M H Simatupang.   

Abstract

Experimental studies on the sensitizing capacity of naturally occurring benzoquinones, isolated from plants and woods have been carried out in guinea pigs of the Pirbright white strain. Seven compounds were available: primin, three dalbergiones, mansonia quinone (mansonone A), 2,6-dimethoxybenzoquinone and rapanone. With five of these substances (primin, mansonone A, three dalbergiones) guinea pigs could be sensitized. Primin, the allergen of Primula obconica Hance (primrose) proved to be the most effective one of all quinones tested in this and the preceding studies. As a similar but weaker sensitizer R-3, 4-dimethoxydalbergione from Machaerium scleroxylon Tul. (Pao ferro, Caviuna vermelha) could be identified. The results obtained with mansonone A, a sesquiterpenoid quinone from Mansonia altissima A. Chev. demonstrate that even naturally occurring orthoquinones are capable of inducing contact allergy. Allergic cross reactions could be obtained between all chemically related mansonones A-F. The results are in good accordance with the view that the sensitizing capacity of naturally occurring quinones depends on the fundamental quinoid structure and the length, position and configuration of the aliphatic side-chain.

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Year:  1979        PMID: 464645     DOI: 10.1007/bf00412654

Source DB:  PubMed          Journal:  Arch Dermatol Res        ISSN: 0340-3696            Impact factor:   3.017


  19 in total

1.  [On the sensitizing capacity of naturally occurring quinones. Part III. A new contact allergen (2-dimethylallyl-1,4-benzoquinone) from Phagnalon sp. (Compositae) (author's transl)].

Authors:  B M Hausen; K H Schulz
Journal:  Planta Med       Date:  1977-11       Impact factor: 3.352

2.  Dermatitis due to the wood dusts of Khaya anthotheca and Machaerium scleroxylon.

Authors:  J W Morgan; R J Orsler; D S Wilkinson
Journal:  Br J Ind Med       Date:  1968-04

3.  [On plant defensive agents. IV. Structure of the primrose poison].

Authors:  H Schildknecht; I Bayer; H Schmidt
Journal:  Z Naturforsch B       Date:  1967-01       Impact factor: 1.047

4.  Cross-sensitization between synthetic primin and related quinones.

Authors:  N Hjorth; S Fregert; H Schildknecht
Journal:  Acta Derm Venereol       Date:  1969       Impact factor: 4.437

5.  Delayed contact sensitivity to catechols. IV. Stereochemical conformation of the antigenic determinant.

Authors:  H Baer; C R Dawson; A P Kurtz
Journal:  J Immunol       Date:  1968-12       Impact factor: 5.422

6.  [On sesquiterpenoid quinones of Mansonia altissima Chev].

Authors:  G B Marini-Bettôlo; C G Casinovi; C Galeffi; F Delle Monache
Journal:  Ann Ist Super Sanita       Date:  1966       Impact factor: 1.663

7.  Primula dermatitis. Sources of errors in patch testing and patch test sensitization.

Authors:  N Hjorth
Journal:  Trans St Johns Hosp Dermatol Soc       Date:  1966

8.  Synthesis of compounds structurally related to poison ivy urushiol. 3. 3-n-Pentadecylcatechol and 3-n-alkylcatechols of varying side-chain length.

Authors:  A P Kurtz; C R Dawson
Journal:  J Med Chem       Date:  1971-08       Impact factor: 7.446

9.  Sensitizing capacity of naturally occurring quinones. V. 2.6-dimethoxy-p-benzoquinone: occurrence and significance as a contact allergen.

Authors:  B M Hausen
Journal:  Contact Dermatitis       Date:  1978-08       Impact factor: 6.600

10.  The sensitizing capacity of naturally occurring quinones. Experimental studies in guinea pigs. I. Naphthoquinones and related compounds.

Authors:  K H Schulz; I Garbe; B M Hausen; M H Simatupang
Journal:  Arch Dermatol Res       Date:  1977-03-25       Impact factor: 3.017

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  3 in total

1.  On the occurrence of the contact allergen primin and other quinoid compounds in species of the family of primulaceae.

Authors:  B M Hausen
Journal:  Arch Dermatol Res       Date:  1978-05-31       Impact factor: 3.017

2.  The haustorium and the chemistry of host recognition in parasitic angiosperms.

Authors:  M Chang; D G Lynn
Journal:  J Chem Ecol       Date:  1986-02       Impact factor: 2.626

3.  Quinonoid constituents as contact sensitisers in Australian blackwood (Acacia melanoxylon RBR).

Authors:  B M Hausen; H Schmalle
Journal:  Br J Ind Med       Date:  1981-05
  3 in total

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