Triterpenoids

 

The Introduction of Triterpenoids:

Triterpenoids are a large group of natural products derived from C30 precursors. The triterpenoids group displays well over 100 distinct skeletons. This class of natural products includes triterpenes, steroids, limonoids, quassinoids, and triterpenoidal and steroidal saponins. Triterpenoids, which are extracted from Sympcocos Racenosa, are a group of Terpenes (isoprenoids) defined as terpenoid derviatives of triterpene molecules. The triterpenoids are formed biosynthetically from six isoprene units and share in common the C30 acyclic precursor squalene. Different types of ring closure in squalene can give rise to many different skeletal types of triterpenoids. In fact, over 4000 natural triterpenoids have been isolated, and more than 40 skeletal types have been identified. Triterpenoids are cyclized from oxidized squalene precursors by oxidosqualene cyclases, creating more than 100 different cyclical triterpene scaffolds.

Triterpenoids are the most numerous and structurally diverse natural products, which are widely distributed in bacteria, fungi, plants, and animals. They possess a wide range of biological functions involved in cell membrane construction, signal transduction, protection against pathogens, and so on. Triterpenoids have a broad range of potentially usable biological activities. The potential biological activities of triterpenoids include antiinflammatory, anticarcinogenic, antidiabetic, hepatoprotective, antimicrobial, antimycotic, analgesic, immunomodulatory, and cardiotonic. However, some triterpenoids possess therapeutic disadvantages due to their hemolytic and cytostatic natures, leading to toxic effects. Several triterpenoids, including ursolic and oleanolic acids, betulinic acid, celastrol, pristimerin, lupeol, and avicins, have been shown to possess antitumor and antiinflammatory activities. In particular, there is evidence that these triterpenoids inhibit the growth of human melanoma, neuroblastoma, brain tumors, and leukemia cells.

 

 

Fig 1 Triterpenoids

Classification of Triterpenoids:

 

The triterpenoids can be divided into two main classes: the tetracyclic compounds and the pentacyclic compounds. However, acyclic, mono-, di-, tri- and hexacyclic triterpenoids have also been isolated and identified from natural sources. These triterpenoids have a common origin and their structures are said to be derived from squalene, an important intermediate in the biogenesis of various plant metabolites.

--Tetracyclic Triterpenoids: Tetracyclic triterpenoids, including the dammarane, cucurbitane, cycloartane, lanostane, and protostane groups, are a class of triterpenoids widely distributed in various medicinal plants. Tetracyclic triterpenoids are generated by OSC-catalyzed reactions from either of two intermediate carbocations, the protosteryl cation or the dammarenyl cation. The diversity of tetracyclic triterpenoids derives from the different enzymatic rearrangements of carbocations during the cyclization of 2,3-oxidosqualene. Tetracyclic triterpenoids are classified as lanostane, euphane, protostane, dammarane, and tirucallane. The plant types of tetracyclic triterpenoids commonly distributed include Panax quinquefolium, Panax notoginseng, Gynostemma pentaphyllum, Astragalus membranaceus, Momordica charantia, and Ganoderma lucidum.

--Pentacyclic Triterpenoids: The group of pentacyclic triterpenoids is by far the largest, and friedelane, lupane, ursane, oleane, serratane, and taraxastane are the six main groups of this category. Pentacyclic triterpenoids (PCTs) constitute a diverse class of structural scaffolds. Similar to tetracyclic triterpenoids, PCTs are also generated from both the carbocationic forms, viz., protosteryl cation and dammarenyl cation. However, the ring expansion and annulation of the last ring generate different carbocationic forms, which further add to the diversity beyond cyclization variations. Pentacyclic triterpenoids comprise the largest class of natural products, bearing several biological activities, among them anticancer activity. Some pentacyclic triterpenoids exhibit different pharmacological activities, such as lupeol, betulinic acid, betulin, erythrodiol, ursolic acid, and oleanolic acid. These target tumor cells in different ways: by inducing apoptosis, modulating the environment of the tumor, displaying antiangiogenic, antioxidant, and antiinflammatory effects, and also augmenting cell differentiation.

Other groups of triterpenes occur widely in edible or inedible plants.

 

Product Description:

 

Triterpenes, a subclass of terpenoids, are a diverse group of organic compounds found in various plants, fungi, and animals. Renowned for their unique chemical structures and exceptional biological activities, triterpenes have garnered significant attention in the field of chemistry. Terpenoids have a wide range of physiological activities. Through the study on the biological activity and toxicity of the three compounds, the results show that they have hemolytic, anticancer, anti-inflammatory, antibacterial, antiviral, cholesterol-lowering and molluscicidal activities.

ALL Chemistry's triterpene products can be utilized in a multitude of experiments, including organic synthesis, drug discovery, natural product analysis, and more. Their remarkable chemical properties make them ideal candidates for developing new pharmaceuticals, studying their interactions with enzymes and receptors, and exploring their potential in various therapeutic applications. Furthermore, our triterpenes exhibit exceptional versatility, making them suitable for a wide range of research areas such as medicinal chemistry, biochemistry, and materials science. Whether you are investigating the medicinal properties of triterpenes, developing new materials with enhanced properties, or studying their ecological roles, ALL Chemistry's triterpene products provide an indispensable resource for your scientific endeavors.

 

Product Category

CAS Number

Product Name

Purity

Molecular Formula

Triterpenoids

473-98-3

Betulin

≥98%

C30H50O2

Triterpenoids

472-15-1

Betulinic acid

≥97%

C30H48O3

Triterpenoids

89590-95-4

Mogroside IV

≥98%

C54H92O24

Triterpenoids

38243-03-7

(20R)-Ginsenoside Rg3

≥98%

C42H72O13

Triterpenoids

34157-83-0

Celastrol

≥98%

C29H38O4

Triterpenoids

39262-14-1

Ginsenoside C-K

≥99%

C36H62O8

Triterpenoids

53963-43-2

Ginsenoside F1

≥98%

C36H62O9

Triterpenoids

78214-33-2

Ginsenoside Rh2

≥98%

C36H62O8

Triterpenoids

51330-27-9

Soyasaponin I

≥98%

C48H78O18

Triterpenoids

5945-86-8

Nimbin

≥98%

C30H36O9

 

Please contact us for further information if you have a purchase requirement, including pricing, samples, and technical specifications. We look forward to providing our triterpenoid products. In addition, ALL Chemistry provides a seamless one-stop process development service, ALL Chemistry can provide synthesis and fine chemical services if the existing products can't meet your needs, we have expertise in the synthesis of a broad array of customized molecules, and we offer lab scale custom synthesis, biosynthesis, bioconjugation and analytical services.

 

Product Advantage:

Provide quality-guaranteed products, all products are provided with a quality analysis report (COA), use advanced instruments such as MS(Mass Spectrometry), HPLC and NMR (Nuclear Magnetic Resonance) for quality inspection.

Professional and reliable packaging ensures the safety and stability of products from transportation, storage to use.

ALL Chemistry provides triterpenoid products with a purity greater than 95%.

ALL Chemistry guarantees the confidence to put our products in a risk-free environment for worldwide scientists and researchers.

Access our expertise and technical support from anywhere, anytime.

 

 

Product List