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Cyclic sulfur-containing compounds from Allium fistulosum ‘Kujou’

Abstract

Sulfur-containing compounds, allicin and ajoene, etc., were isolated from Allium species. In a recent study, some sulfur-containing cyclic compounds were isolated from A. sativum, A. cepa, and A. fistulosum. Four new compounds with multiple rings with methyl disulfide or propyl disulfide at the side chain of the 7-position, kujounins A3 (1), B1 (2), B2 (3) and B3 (4), and two new thiolane type compounds with methoxy and methyl sulfoxide moiety at the 2- and 5-positions, and allium sulfoxides A2 (5) and A3 (6), were isolated from the acetone extract of the fresh white parts of Allium fistulosum ‘Kujou’ with three known compounds, kujounin A1 (7) and A2 (8), and allium sulfoxide A1 (9). The chemical structures of the new compounds were elucidated on the basis of physicochemical evidence. The kujounins had a rare molecular skeleton, which was tetrahydro-2H-difuro[3,2-b:2′,3′-c]furan-5(5aH)-one.

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Acknowledgements

This research was supported in part by a Ministry of Education, Culture, Sports, Science and Technology (MEXT)-Supported Program for the Strategic Research Foundation at Private Universities 2015–2019 and hoansya. This work was supported by JSPS KAKENHI Grant number 17K08354 (S.N.). The authors thank KOTO KYOTO CO., LTD. for supplying materials.

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Correspondence to Hisashi Matsuda.

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Fukaya, M., Nakamura, S., Nakagawa, R. et al. Cyclic sulfur-containing compounds from Allium fistulosum ‘Kujou’. J Nat Med 73, 397–403 (2019). https://doi.org/10.1007/s11418-018-1272-0

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  • DOI: https://doi.org/10.1007/s11418-018-1272-0

Keywords

  • Allium fistulosum ‘Kujou’
  • Kujounin
  • Allium sulfoxide
  • Sulfur-containing compound