Ligustilide

  • CAT Number: I003569
  • CAS Number: 4431-01-0
  • Molecular Formula: C12H14O2
  • Molecular Weight: 190.24
  • Purity: ≥95%
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Ligustilide (CAT: I003569) is a bioactive compound commonly found in certain medicinal plants, such as Angelica sinensis (also known as Dong Quai). It exhibits various pharmacological actions, including anti-inflammatory, neuroprotective, and antioxidant properties. Ligustilide is known for its ability to modulate multiple molecular targets, including ion channels, receptors, and signaling pathways. It has shown potential as a therapeutic agent for conditions like cardiovascular diseases, neurodegenerative disorders, and menstrual disorders. Additionally, ligustilide is being explored for its potential applications in drug development, particularly in the field of natural products-based medicine.

Catalog Number I003569
CAS Number 4431-01-0
Molecular Formula

C12H14O2

Purity 95%
Solubility 10 mM in DMSO
Storage RT
InChI InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7-8H,2-4,6H2,1H3/b11-8-
InChIKey IQVQXVFMNOFTMU-FLIBITNWSA-N
SMILES CCCC=C1C2=C(C=CCC2)C(=O)O1
Reference

1. Am J Chin Med. 2007;35(3):487-96.
<br>
Ligustilide reduces phenylephrine induced-aortic tension in vitro but has no
effect on systolic pressure in spontaneously hypertensive rats.
<br>
Du JR(1), Yu Y, Yao Y, Bai B, Zong X, Lei Y, Wang CY, Qian ZM.
<br>
Author information: <br>
(1)Laboratory of Iron Metabolism, Department of Applied Biology and Chemical
Technology and National Key Laboratory of Chinese Medicine and Molecular
Pharmacology (Shenzhen), Hong Kong Polytechnic University, Kowloon, Hong Kong.
<br>
Radix Angelica sinensis, known as Danggui in Chinese, has been used to treat
cardiovascular diseases in traditional Chinese medicine for a long time.
Experimental evidence showed that the essential oil of Danggui could reduce blood
pressure in rabbits, cats or hypertensive dogs when given intravenously. In this
study, we investigated the effects of Z-ligustilide, the main lipophilic
component of the essential oil of Danggui on aortic tension induced by
phenylephrine, an alpha-adrenergic agonist, in vitro and the systolic blood
pressure in SHR rats. We demonstrated for the first time that ligustilide can
significantly reduce the phenylephrine-induced aortic tension in vitro with
IC(50) about 64 mug/ml, but has no in vivo effect on systolic blood pressure in
SHR rats when administrated orally. The data on transport of ligustilide across
Caco-2 monolayer suggested an efficient intestinal absorption of ligustilide in
vivo, implying that the non-effectiveness of ligustilide in vivo is not due to
the poor absorption in the gastrointestinal tract. Further studies on whether
ligustilide is one of the main anti-hypertensive components of the essential oil
are needed.
<br>

2. J Pharm Biomed Anal. 2006 Mar 18;40(5):1073-9. Epub 2005 Oct 20.
<br>
Optimization of pressurized liquid extraction for Z-ligustilide,
Z-butylidenephthalide and ferulic acid in Angelica sinensis.
<br>
Li P(1), Li SP, Lao SC, Fu CM, Kan KK, Wang YT.
<br>
Author information: <br>
(1)Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau,
China.
<br>
Pressurized liquid extraction, one of the most promising and recent sample
preparation techniques, offers the advantages of reducing solvent consumption and
allowing for automated sample handling. It is being exploited in diverse areas
because of its distinct advantages. However, because the extraction is performed
at elevated temperatures using PLE, thermal degradation could be a concern.
Z-ligustilide, one of the biologically active components in Angelica sinensis, is
an unstable compound, which decomposes rapidly at high temperature. In this
study, we carried out a comparative study to evaluate PLE as a possible
alternative to current extraction methods like Soxhlet and sonication for
simultaneous extraction of Z-ligustilide, Z-butylidenephthalide and ferulic acid
in A. sinensis. The operating parameters for PLE including extraction solvent,
particle size, pressure, temperature, static extraction time, flush volume and
numbers of extraction were optimized by using univariate approach coupled with
central composite design (CCD) in order to obtain the highest extraction
efficiency. Determination of Z-ligustilide, Z-butylidenephthalide and ferulic
acid were carried out by means of high performance liquid chromatography with
diode-array detector. The results showed that PLE was a simple, high efficient
and automated method with lower solvent consumption compared to conventional
extraction methods such as Soxhlet and sonication. PLE could be used for
simultaneous extraction of Z-ligustilide, Z-butylidenephthalide and ferulic acid
in A. sinensis.

<br>

3. Zhongguo Zhong Yao Za Zhi. 2003 May;28(5):423-5.
<br>
[Isolation and identification of the ligustilide compounds from the root of
Angelica sinensis].

<br>
Lu XH(1), Liang H, Zhao YY.
<br>
Author information: <br>
(1)New Drug Research and Development Center, North China Pharmaceutical
Corporation, Shijiazhuang 050015, Hebei, China.
<br>
OBJECTIVE: To find out substance basis of pharmacological activities of Angelica
sinensis.<br>
METHOD: Chromatographic methods were used to isolate the chemical components, and
spectroscopic methods were used to identify their structures.
RESULT: Five compounds were isolated from the ethanol extract of the roots of
Angelica sinensis. Their structures were identified as: (Z)-ligustilide,
(Z)-6,7-epoxyligustilide, (Z)-6,7-cis-dihydroxyligustilide,
(E)-6,7-cis-dihydroxy-ligustilide and 11-angeloylsenkyunolide F.
CONCLUSION: 11-angeloylsenkyunolide F was obtained from Angelica sinensis for the
first time.

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