Aconitum lipo-alkaloids - Semisynthetic products of the traditional medicine

Botond Borcsa, Dezso Csupor, P. Forgó, Ute Widowitz, Rudolf Bauer, J. Hohmann

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The term lipo-alkaloid is used for C19 aconitane alkaloids containing one or two long-chain fatty acid residues. Lipo-alkaloids are transesterified derivatives of the most toxic and highly effective diester-type diterpene alkaloids, such as aconitine, hypaconitine, mesaconitine. Lipo-alkaloids are native minor compounds of aconite drugs, but their amount significantly increases after traditional processing, which is a general method in the Far Eastern traditional medicinal systems. Analytical works demonstrated that cautious processing (usually boiling) of crude aconite roots decreases the amount of normal diterpene alkaloids and increases the concentration of lipo-alkaloids resulting in the reduction of toxicity of the drugs. Many papers reported that lipo-alkaloids occur as a complex mixture in the drugs, and the isolation of the individual components is extremely difficult. These compounds have been identified using highly sensitive analytical methods (HPLC-MS, NMR), and semisynthetic approaches have been developed to ensure lipo-alkaloids in pure form for pharmacological studies. This review summarizes the structure, chemistry, semisynthesis, analytics and bioactivities of lipo-alkaloids. On the basis of 32 references this is the first comprehensive study on this topic, covering the data of 173 compounds.

Original languageEnglish
Pages (from-to)527-536
Number of pages10
JournalNatural Product Communications
Volume6
Issue number4
Publication statusPublished - 2011

Fingerprint

Aconitum
Traditional Medicine
traditional medicine
Alkaloids
alkaloids
Diterpenes
Analytic Chemistry
diterpenoids
aconitine
Aconitine
drug toxicity
traditional technology
drugs
Poisons
long chain fatty acids
Drug-Related Side Effects and Adverse Reactions
Complex Mixtures
boiling
Pharmaceutical Preparations
analytical methods

Keywords

  • Aconitum
  • Highly sensitive analytical methods
  • Lipo-alkaloid
  • Traditional processing methods of drugs
  • Transesterification

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology
  • Complementary and alternative medicine
  • Plant Science

Cite this

Aconitum lipo-alkaloids - Semisynthetic products of the traditional medicine. / Borcsa, Botond; Csupor, Dezso; Forgó, P.; Widowitz, Ute; Bauer, Rudolf; Hohmann, J.

In: Natural Product Communications, Vol. 6, No. 4, 2011, p. 527-536.

Research output: Contribution to journalArticle

Borcsa, Botond ; Csupor, Dezso ; Forgó, P. ; Widowitz, Ute ; Bauer, Rudolf ; Hohmann, J. / Aconitum lipo-alkaloids - Semisynthetic products of the traditional medicine. In: Natural Product Communications. 2011 ; Vol. 6, No. 4. pp. 527-536.
@article{a9a32a724e8d42cd88b83b0642d5c198,
title = "Aconitum lipo-alkaloids - Semisynthetic products of the traditional medicine",
abstract = "The term lipo-alkaloid is used for C19 aconitane alkaloids containing one or two long-chain fatty acid residues. Lipo-alkaloids are transesterified derivatives of the most toxic and highly effective diester-type diterpene alkaloids, such as aconitine, hypaconitine, mesaconitine. Lipo-alkaloids are native minor compounds of aconite drugs, but their amount significantly increases after traditional processing, which is a general method in the Far Eastern traditional medicinal systems. Analytical works demonstrated that cautious processing (usually boiling) of crude aconite roots decreases the amount of normal diterpene alkaloids and increases the concentration of lipo-alkaloids resulting in the reduction of toxicity of the drugs. Many papers reported that lipo-alkaloids occur as a complex mixture in the drugs, and the isolation of the individual components is extremely difficult. These compounds have been identified using highly sensitive analytical methods (HPLC-MS, NMR), and semisynthetic approaches have been developed to ensure lipo-alkaloids in pure form for pharmacological studies. This review summarizes the structure, chemistry, semisynthesis, analytics and bioactivities of lipo-alkaloids. On the basis of 32 references this is the first comprehensive study on this topic, covering the data of 173 compounds.",
keywords = "Aconitum, Highly sensitive analytical methods, Lipo-alkaloid, Traditional processing methods of drugs, Transesterification",
author = "Botond Borcsa and Dezso Csupor and P. Forg{\'o} and Ute Widowitz and Rudolf Bauer and J. Hohmann",
year = "2011",
language = "English",
volume = "6",
pages = "527--536",
journal = "Natural Product Communications",
issn = "1934-578X",
publisher = "Natural Product Communications",
number = "4",

}

TY - JOUR

T1 - Aconitum lipo-alkaloids - Semisynthetic products of the traditional medicine

AU - Borcsa, Botond

AU - Csupor, Dezso

AU - Forgó, P.

AU - Widowitz, Ute

AU - Bauer, Rudolf

AU - Hohmann, J.

PY - 2011

Y1 - 2011

N2 - The term lipo-alkaloid is used for C19 aconitane alkaloids containing one or two long-chain fatty acid residues. Lipo-alkaloids are transesterified derivatives of the most toxic and highly effective diester-type diterpene alkaloids, such as aconitine, hypaconitine, mesaconitine. Lipo-alkaloids are native minor compounds of aconite drugs, but their amount significantly increases after traditional processing, which is a general method in the Far Eastern traditional medicinal systems. Analytical works demonstrated that cautious processing (usually boiling) of crude aconite roots decreases the amount of normal diterpene alkaloids and increases the concentration of lipo-alkaloids resulting in the reduction of toxicity of the drugs. Many papers reported that lipo-alkaloids occur as a complex mixture in the drugs, and the isolation of the individual components is extremely difficult. These compounds have been identified using highly sensitive analytical methods (HPLC-MS, NMR), and semisynthetic approaches have been developed to ensure lipo-alkaloids in pure form for pharmacological studies. This review summarizes the structure, chemistry, semisynthesis, analytics and bioactivities of lipo-alkaloids. On the basis of 32 references this is the first comprehensive study on this topic, covering the data of 173 compounds.

AB - The term lipo-alkaloid is used for C19 aconitane alkaloids containing one or two long-chain fatty acid residues. Lipo-alkaloids are transesterified derivatives of the most toxic and highly effective diester-type diterpene alkaloids, such as aconitine, hypaconitine, mesaconitine. Lipo-alkaloids are native minor compounds of aconite drugs, but their amount significantly increases after traditional processing, which is a general method in the Far Eastern traditional medicinal systems. Analytical works demonstrated that cautious processing (usually boiling) of crude aconite roots decreases the amount of normal diterpene alkaloids and increases the concentration of lipo-alkaloids resulting in the reduction of toxicity of the drugs. Many papers reported that lipo-alkaloids occur as a complex mixture in the drugs, and the isolation of the individual components is extremely difficult. These compounds have been identified using highly sensitive analytical methods (HPLC-MS, NMR), and semisynthetic approaches have been developed to ensure lipo-alkaloids in pure form for pharmacological studies. This review summarizes the structure, chemistry, semisynthesis, analytics and bioactivities of lipo-alkaloids. On the basis of 32 references this is the first comprehensive study on this topic, covering the data of 173 compounds.

KW - Aconitum

KW - Highly sensitive analytical methods

KW - Lipo-alkaloid

KW - Traditional processing methods of drugs

KW - Transesterification

UR - http://www.scopus.com/inward/record.url?scp=79955843657&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79955843657&partnerID=8YFLogxK

M3 - Article

C2 - 21560765

AN - SCOPUS:79955843657

VL - 6

SP - 527

EP - 536

JO - Natural Product Communications

JF - Natural Product Communications

SN - 1934-578X

IS - 4

ER -