Chromatographic methods for the isolation of miserotoxin and detection of aliphatic nitro compounds

Majak, W.; Bose, R. J.

doi:10.1016/s0031-9422(00)91438-9

Cited by 33 publications

(11 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Thin Layer Chromatography (TLC) was performed using Silica gel 60 F 254 plates (5ϫ10 cm, Merck) developed with CHCl 3 : CH 3 OHϭ8 : 2. After development, spots on the plate were observed under UV-254 nm and visualized with 10% aqueous sulfuric acid (heated for 30 min at 120°C) or diazotized p-nitroaniline reagent (Majak and Bose, 1974).…”

Section: Methodsmentioning

confidence: 99%

“…This reac-192 W. Sugeno and K. Matsuda Table 1. Chemical structures of compounds identified in the secretions from adult Chrysomelinae Majak et al, 1992. tion is restricted to primary and secondary aliphatic nitro compounds with an a hydrogen(s), and is useful for detection of nitropropanoyl glucosides (Majak and Bose, 1974). Compounds 1-5 were clearly separated by HPLC, but were isolated by preparative TLC.…”

Section: Identification Of the Secretion Components Of G Atrocyaneamentioning

confidence: 99%

See 1 more Smart Citation

Adult secretions of four Japanese Chrysomelinae(Coleoptera: Chrysomelidae).

Sugeno

Matsuda

2002

Appl. Entomol. Zool.

View full text Add to dashboard Cite

Adult secretions of four Japanese Chrysomelinae, Gastrophysa atrocyanea, Plagiodera versicolora distincta, Chrysomela vigintipunctata costella, and Gastrolina depressa (Coleoptera: Chrysomelidae) were analyzed by TLC, HPLC, NMR and FAB-MS. Three nitropropanoyl isoxazolinone glucosides, 2- (4) were found in all species. In addition, two nitropropanoyl glucosides, 1,6-di-(3Ј-nitropropanoyl)-b-D-glucopyranose (2) and 1,2,6-tri-(3Ј-nitropropanoyl)-b-Dglucopyranose (5) were also detected from these species. The secretions of the four species and compounds 3 and 5 showed strong deterrent effects against ants (Tetramorium caespitum), whereas compounds 2 and 4 exhibited low activity.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Identification Of the Secretion Components Of G Atrocyaneamentioning

confidence: 99%

Adult secretions of four Japanese Chrysomelinae(Coleoptera: Chrysomelidae).

Sugeno

Matsuda

2002

Appl. Entomol. Zool.

View full text Add to dashboard Cite

show abstract

“…The extract was chromatographed on silica gel plates in 5:3 benzene:methanol. The nitro compounds were visualized with a diazotized p-nitroaniline spray of Majak and Bose (1974). The Rf values of the spots were compared with those of authentic samples of 3-NPOH and 3-NPA.…”

Section: Methodsmentioning

confidence: 99%

Nitro Compounds in Introduced Astragalus Species

Williams¹,

Davis²

1982

Journal of Range Management

View full text Add to dashboard Cite

Leaves of foreign Astragdus species were examined for the presence and type of poisonous aliphatic nitro compounds. Twenty-two (24%) of the 92 species examined tested positive for nitro compounds and 70 (76%) tested negative. Three nitrobearing species, Astragalus bodeanus Fisch., Astragahs isfalranicus Boiss., and Astragalus siliquosus Boiss. synthesized 3-nitro-l-propanol (3NPOH). The other nitro-bearing species synthesized 34tropropionic acid (INPA). Ten taxonomic sections had a high percentage of nitro-bearing species. Chemotaxonomlc relationships in Astragalus suggest that most, lf not all, of the other species in these IO sections would synthesize nitro compounds.

show abstract

“…These compounds were visualised on the TLC plates by two spray reagents. System A involved spraying the plates lightly with 2 M NaOH/ethanol (1 :1, v) followed by diazotised p-nitroaniline, prepared immediately before use by combining 5 % NaNO, (0.3 ml) with 0.3 % pnitroaniline in 1 M HC1 (10ml) (Majak and Bose 1974). System B, based on the method of Harlow et a1 (1975), involved spraying the plates thoroughly with 2 M NaOH/ethanol and heating at 130°C for 5 min.…”

Section: Analysis Of Aliphatic Nitro Compoundsmentioning

confidence: 99%

“…Methods for the determination of aliphatic nitro compounds in plant extracts initially centred on reaction of the aci-tautomer of the nitropropanoyl carbanion with diazotised p-nitroaniline (Majak and Bose 1974). However, due to problems of analysis in the presence of phenolics and pigments, alkaline hydrolysis of the nitro moiety to inorganic nitrite at elevated temperature became favoured (Matsumoto et a1 1961;Gustine et a1 1977).…”

Section: Introductionmentioning

confidence: 99%