81944-09-4

Usage

Uses

Used in Pharmaceutical Industry:
Z-LIGUSTILIDE is used as a therapeutic agent for its anti-inflammatory, antioxidant, and neuroprotective properties, offering potential benefits in treating various inflammatory and oxidative stress-related conditions.
Used in Cancer Research and Treatment:
Z-LIGUSTILIDE is used as an anti-cancer agent, with its potential properties being investigated for the treatment and management of various types of cancer.
Used in Cardiovascular Health:
Z-LIGUSTILIDE is used as a cardiovascular agent for its potential role in regulating blood pressure and cholesterol levels, contributing to overall heart health.
Used in Cognitive Health:
Z-LIGUSTILIDE is used as a cognitive enhancer, with its potential to improve cognitive function and reduce symptoms of neurological disorders, making it a candidate for the development of treatments for neurodegenerative diseases.
Used in Nutraceutical Industry:
Z-LIGUSTILIDE is used as a nutraceutical ingredient, leveraging its health-promoting properties for incorporation into dietary supplements and functional foods to support general well-being and specific health conditions.

Upstream product

• 81957-73-5 Angeolide 
• 117005-27-3 senkyunolide P 
• 90826-58-7 angelicolide 
• 168288-19-5 3-hydroxybutyl phthalide 
• 87-41-2 2-benzofuran-1(3H)-one 
• 119-67-5 o-carboxybenzaldehyde 
• 16692-58-3 2-(pent-1'-enyl)benzoic acid 
• 168288-20-8 3-hydroxybutyl-4,5-dihydrophthalide 
• 94530-85-5 senkyunolide-G 
• 88182-33-6 (1Z,5S,5aS,8Z,10bS,10cS)-1,8-dibutylidene-5,5a,6,7,8,10b-hexahydro-1H-5,10c-ethanonaphtho[1,2-c:7,8-c']difuran-3,10-dione 

Downstream Products

• 72917-31-8 (Z)-3-(1-butylidene)phthalide 
• 112899-62-4 tokinolide A 
• 106533-40-8 (Z)-6,7-epoxyligustilide 

Relevant academic research and scientific papers

Synthesis of (Z)-ligustilide

The first synthesis of ligustilide (1) is described, starting from 2-formylbenzoic acid (2). The key step in synthesis is the Birch reduction of 3-hydroxybutyl-phthalide (4).

(Z,Z') DILIGUSTILIDE, NOUVEAU PHTALIDE DIMERE ISOLE DE LIGUSTICUM WALLICHII FRANCH.

Diligustilide, a new dimeric compound isolated from Ligusticum wallichii rhizome, has been identified as (Z,Z'), 6,7-cis, 6.6', 7.3'a-di(3-butylidene 4,5-dihydrophthalide) by spectral analysis and thermolysis to ligustilide.

Direct and Metal-Catalyzed Photochemical Dimerization of the Phthalide (Z)-Ligustilide Leading to Both [2 + 2] and [4 + 2] Cycloadducts: Application to Total Syntheses of Tokinolides A-C and Riligustilide

Synthetically derived (Z)-ligustilide (1) has been subjected to photochemically-promoted dimerization processes under a range of conditions. By such means, varying distributions of the dimeric natural products tokinolides A-C (4, 3, and 6, respectively) and riligustilide (5) as well certain related (isomeric) compounds have been obtained. The structures of three of them have been confirmed by single-crystal X-ray analysis. The biosynthetic implications of the outcomes of this study are discussed.

Structural Reassignment of rel-(3′ Z,3 R,6 R,7 R,3a′ R,6′ R)-3,8-Dihydrodiligustilide and the Activity of Diligustilide and 3,8-Dihydro- A nd 3,8,7′,7a′-Tetrahydrodiligustilides as Progestins

Several phthalides were semisynthesized, including a 3,8-dihydrodiligustilide with progesterone-like activity, previously isolated from Ligusticum chuanxiong, the structure of which was earlier assigned to a semisynthetic product with nonidentical spectroscopic constants. The structure of this natural phthalide was reassigned with a proposal of its absolute configuration. Phthalides acted as progestins in cell viability assays, immunofluorescence microscopy, and docking analysis. Therefore, the structures for natural and semisynthetic phthalides with potential use in hormone-related therapies were reassigned.

PHTHALIDE DIMERS FROM LIGUSTICUM CHUANGXIONG Hort.

Two new phthalide dimers, senkyunolide O (1) and senkyunolide P (2), along with three known phthalide dimers were isolated from the rhizome of Ligusticum chuangxiong Hort.On the basis of spectral analyses and chemical methods, the structures of these compounds were determined.

Lactonic Constituents of Angelica glauca

The structure of a second new dimeric lactone, angelicolide (4), isolated from the roots of Angelica glauca Edgew., has been assigned by spectroscopy and X-ray analysis.Angelicolide has been found to be a symmetric dimer of the butylidenephthalide 1 (E-ligustilide).

Angeolide, a Novel Lactone from Angelica glauca

The structure and stereochemistry of angeolide (1), a novel dimeric lactone isolated from Angelica glauca Edgew., have been determined by X-ray analysis.Angeolide has been found to be the dimer of the butylidenephthalide 2 (ligustilide).The two isomeric ligustilides have been isolated from this plant and their stereochemistry has been determined.The relationship between angeolide (1) and ligustilide has been confirmed by chemical transformation.