The lachrymatory principle of Petiveria alliacea

Phytochemistry

Volumn 63, Issue 1, 2003, Pages 37-40

  Kubec, Roman ^a,b   Kim, Seokwon ^a   Musah, Rabi A ^a  

^a STATE UNIVERSITY OF NEW YORK   (United States)

^b INSTITUTE OF CHEMICAL TECHNOLOGY   (Czech Republic)

Author keywords

Lachrymator; Petiveria alliacea; Phytolaccaceae; Sulfine; Thiobenzaldehyde S oxide

Indexed keywords

BENZALDEHYDE DERIVATIVE; PETIVERIA ALLIACEA EXTRACT; PLANT EXTRACT; THIOBENZALDEHYDE S OXIDE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; DRUG EFFECT; DRUG ISOLATION; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROMETRY; LACRIMATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PLANT ROOT;

ANTI-BACTERIAL AGENTS; ANTI-INFECTIVE AGENTS; ANTIFUNGAL AGENTS; BENZALDEHYDES; CANDIDA ALBICANS; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; LACRIMAL APPARATUS; PHYTOLACCACEAE; PLANT ROOTS; SPECTRUM ANALYSIS; STEREOISOMERISM; SULFOXIDES;

PETIVERIA ALLIACEA; PHYTOLACCACEAE;

EID: 0037403586     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(02)00759-8     Document Type: Article

References (14)

1. Barbaro, G., Battaglia, A., Giorgianni, P., Bonini, B.F., Maccagnani, G., Zani, P., 1990. Thioaldehyde S-oxide (monosubstituted sulfines) from thioacylsilane S-oxides. Synthesis and fluorine- and acid-induced Z/E isomerization. J. Org. Chem. 55, 3744-3748.
2. Block, E., 1981. New sulfine chemistry. In: Freidlina, R.K., Skorova, A.E. (Eds.), Organic Sulfur Chemistry. Pergamon Press, Oxford, pp. 15-34.
3. Block, E., Bayer, T., 1990. (Z.Z)-d,1-2,3-Dimethyl-1,4-butanedithial S,S′-dioxide: a novel biologically active organosulfur compound from onion. Formation of vic-disulfoxides in onion extracts. J. Am. Chem. Soc. 112, 4584-4585.
4. Block, E., Gillies, J.Z., Gillies, C.W., Bazzi, A.A., Putman, D., Revelle, L.K., Wang, D., Zhang, X., 1996. Allium chemistry: microwave spectroscopic identification, mechanism of formation, synthesis, and reactions of (E,Z)-propanethial S-oxide, the lachrymatory factor of the onion (Allium cepa). J. Am. Chem. Soc. 118, 7492-7501.
5. Bonini, B.F., Mazzanti, G., Zani, P., Maccagnani, G., Barbaro, G., Battaglia, A., Giorgianni, P., 1986. Synthesis and isolation of aryl thiobenzaldehyde S-oxides. J. Chem. Soc., Chem. Commun 964-965.
6. Hamid, A.M., Trippett, S., 1968. Some reactions of phenylsulphine and phenylsulphene. J. Chem. Soc. C 1612-1615.
7. Kubec, R., Musah, R.A., 2001. Cysteine sulfoxide derivatives in Petiveria alliacea. Phytochemistry 58, 981-985.
8. Kubec, R., Kim, S., Musah, R.A., 2002. S-Substituted cysteine derivatives and thiosulfinate formation in Petiveria alliacea - part II. Phytochemistry 61, 675-680.
9. National Committee for Clinical Laboratory Standards, 1990. Approved standard M2-A4. Performance Standards for Antimicrobial Disk Susceptibility Tests, fourth ed. Villanova, PA.
10. National Committee for Clinical Laboratory Standards, 2002. Performance Standards for Antimicrobial Disk Susceptibility Tests, seventh ed. Villanova, PA.
11. Ruiz, A., 1972. Clinical, Morphological, Histochemical and Clinical Pathological Studies of Anamú (Petiveria alliacea) Poisoning in Cattle. PhD thesis, Iowa State University, USA.
12. Youn, J.-H., Herrmann, R., 1986. A simple and efficient preparation of sulfinyl chlorides from disulfides and sulfuryl chloride. Tetrahedron Lett. 27, 1493-1494.
13. Zwanenburg, B., 1989. Sulfine chemistry. Phosphorus, Sulfur Silicon Relat. Elem 43, 1-24.
14. Zwanenburg, B., Damen, T.J.G., Philipse, H.J.F., De Laet, R.C., Lucassen, A.C.B., 1999. Advances in sulfine chemistry. Phosphorus, Sulfur Silicon Relat. Elem. 153-154, 119-136.