Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm

Hiroshi Nakano, Seiji Kosemura, Mitsuru Yoshida, Rika Iwaura, Toshisada Suzuki, Ryota Kaji, Makoto Sakai

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Three new nitrogen-containing heterocyclic alkaloids, oryzamutaic acids H-J (1-3), were isolated from the endosperm (polished rice) of an Oryza sativa mutant. The structures and relative stereochemistries of 1-3 were elucidated on the basis of spectroscopic analyses. The presence of three carbons, each bound to a carboxyl group and a nitrogen atom in the structure of 1, suggests that oryzamutaic acids H-J (1-3) are generated from three molecules of a single amino acid.

Original languageEnglish
Pages (from-to)4953-4956
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number38
DOIs
Publication statusPublished - 2010

Fingerprint

Endosperm
Alkaloids
Nitrogen
Stereochemistry
Carbon
Amino Acids
Atoms
Molecules
Oryza
2'-disulfonic acid 1-amino-8-nephthol-2

Keywords

  • Alkaloid
  • Oryza sativa
  • Oryzamutaic acids H-J
  • Poaceae

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm. / Nakano, Hiroshi; Kosemura, Seiji; Yoshida, Mitsuru; Iwaura, Rika; Suzuki, Toshisada; Kaji, Ryota; Sakai, Makoto.

In: Tetrahedron Letters, Vol. 51, No. 38, 2010, p. 4953-4956.

Research output: Contribution to journalArticle

Nakano, H, Kosemura, S, Yoshida, M, Iwaura, R, Suzuki, T, Kaji, R & Sakai, M 2010, 'Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm', Tetrahedron Letters, vol. 51, no. 38, pp. 4953-4956. https://doi.org/10.1016/j.tetlet.2010.07.033
Nakano, Hiroshi ; Kosemura, Seiji ; Yoshida, Mitsuru ; Iwaura, Rika ; Suzuki, Toshisada ; Kaji, Ryota ; Sakai, Makoto. / Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm. In: Tetrahedron Letters. 2010 ; Vol. 51, No. 38. pp. 4953-4956.
@article{ea502c66744245278d6e484a03523ed7,
title = "Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm",
abstract = "Three new nitrogen-containing heterocyclic alkaloids, oryzamutaic acids H-J (1-3), were isolated from the endosperm (polished rice) of an Oryza sativa mutant. The structures and relative stereochemistries of 1-3 were elucidated on the basis of spectroscopic analyses. The presence of three carbons, each bound to a carboxyl group and a nitrogen atom in the structure of 1, suggests that oryzamutaic acids H-J (1-3) are generated from three molecules of a single amino acid.",
keywords = "Alkaloid, Oryza sativa, Oryzamutaic acids H-J, Poaceae",
author = "Hiroshi Nakano and Seiji Kosemura and Mitsuru Yoshida and Rika Iwaura and Toshisada Suzuki and Ryota Kaji and Makoto Sakai",
year = "2010",
doi = "10.1016/j.tetlet.2010.07.033",
language = "English",
volume = "51",
pages = "4953--4956",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "38",

}

TY - JOUR

T1 - Oryzamutaic acids H-J, new alkaloids from an Oryza sativa mutant with yellow endosperm

AU - Nakano, Hiroshi

AU - Kosemura, Seiji

AU - Yoshida, Mitsuru

AU - Iwaura, Rika

AU - Suzuki, Toshisada

AU - Kaji, Ryota

AU - Sakai, Makoto

PY - 2010

Y1 - 2010

N2 - Three new nitrogen-containing heterocyclic alkaloids, oryzamutaic acids H-J (1-3), were isolated from the endosperm (polished rice) of an Oryza sativa mutant. The structures and relative stereochemistries of 1-3 were elucidated on the basis of spectroscopic analyses. The presence of three carbons, each bound to a carboxyl group and a nitrogen atom in the structure of 1, suggests that oryzamutaic acids H-J (1-3) are generated from three molecules of a single amino acid.

AB - Three new nitrogen-containing heterocyclic alkaloids, oryzamutaic acids H-J (1-3), were isolated from the endosperm (polished rice) of an Oryza sativa mutant. The structures and relative stereochemistries of 1-3 were elucidated on the basis of spectroscopic analyses. The presence of three carbons, each bound to a carboxyl group and a nitrogen atom in the structure of 1, suggests that oryzamutaic acids H-J (1-3) are generated from three molecules of a single amino acid.

KW - Alkaloid

KW - Oryza sativa

KW - Oryzamutaic acids H-J

KW - Poaceae

UR - http://www.scopus.com/inward/record.url?scp=78549254836&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=78549254836&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2010.07.033

DO - 10.1016/j.tetlet.2010.07.033

M3 - Article

VL - 51

SP - 4953

EP - 4956

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 38

ER -