A bioactive new protostane-type triterpenoid from Alisma plantago-aquatica subsp. orientale (Sam.) Sam
Ya-Li Wang1,2, Jian-Chao Zhao1,2, Jia-Hao Liang2
1a Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica , Shenyang Pharmaceutical University , Shenyang , China.
Natural Product Research
|November 30, 2017
Summary
Two compounds, 5β,29-dihydroxy alisol A and 12-deoxyphorbol-13α-pentadecanoate, were isolated from Alisma plantago-aquatica. Both compounds inhibited human carboxylesterase 2 (HCE-2).
Area of Science:
- Natural Product Chemistry
- Pharmacology
Background:
- Alisma plantago-aquatica subsp. orientale (Sam.) Sam. is a plant source of bioactive compounds.
- Human carboxylesterase 2 (HCE-2) is a key enzyme in drug metabolism and disease pathways.
Purpose of the Study:
- To isolate and characterize novel compounds from Alisma plantago-aquatica subsp. orientale.
- To evaluate the inhibitory effects of isolated compounds on human carboxylesterase 2 (HCE-2).
Main Methods:
- Isolation and structural elucidation using 1D and 2D NMR, and HRESIMS.
- Enzyme inhibition assays against HCE-2.
- Molecular docking simulations to investigate interaction mechanisms.
Main Results:
- A new protostane-type triterpenoid, 5β,29-dihydroxy alisol A (1), and 12-deoxyphorbol-13α-pentadecanoate (2) were isolated.
- Compound 2 was identified for the first time in the genus Alisma.
- Compounds 1 and 2 exhibited inhibitory activity against HCE-2 with IC50 values of 29.2 μM and 4.6 μM, respectively.
Conclusions:
- The study successfully isolated and characterized two compounds from Alisma plantago-aquatica subsp. orientale.
- Both compounds demonstrated significant inhibitory effects on human carboxylesterase 2 (HCE-2).
- Further investigation into these compounds may lead to the development of novel HCE-2 inhibitors.
Related Concept Videos
01:22Direct-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship
2.2K
Cholinergic agonists or cholinomimetics mimic the action of acetylcholine to stimulate the parasympathetic nervous system. They are categorized into direct-acting and indirect-acting agents. The direct-acting cholinergic drugs induce the parasympathetic response by directly binding to the muscarinic or nicotine receptors. In comparison, the indirect-acting cholinergic drugs prevent acetylcholine hydrolysis, indirectly contributing to the extended parasympathetic response.
The direct-acting...
The direct-acting...
2.2K
01:16Adrenergic Agonists: Chemistry and Structure-Activity Relationship
3.9K
Adrenergic agonists' structure-activity relationship (SAR) determines their selectivity and efficacy. These agonists comprise a phenylethylamine moiety with an aromatic ring and an ethylamine side chain.
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of...
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of...
3.9K
01:25Cell Signaling in Plants
6.3K
Plant cells communicate to coordinate their cycle of growth, flowering and fruiting, and activities in roots, shoots, and leaves in response to the changing environmental conditions. Plant signaling is distinct from animal signaling. Plants primarily utilize enzyme-linked receptors, whereas the largest class of cell-surface receptors in animals are G-protein coupled receptors (GPCRs). Unlike animals, receptor tyrosine kinases are rare in plants. Instead, plants have a diverse class of...
6.3K
01:21Green Algae
929
Green algae, also referred to as chlorophytes, are different from red algae in having the chloroplasts containing chlorophylls a and b, which give them their distinct green hue. However, they lack phycobiliproteins, preventing them from developing the red or blue-green pigmentation seen in red algae. In terms of photosynthetic pigment composition, green algae closely resemble plants and share a close evolutionary relationship with them. Taxonomically Green algae belong to Phylum Chlorophyta in...
929
01:29Cholinergic Antagonists: Chemistry and Structure-Activity Relationship
2.8K
Cholinergic antagonists bind to cholinergic receptors and limit the effects of acetylcholine and other cholinergic agonists. Based on the specific cholinergic receptor affinity, these antagonists are classified as muscarinic or nicotinic. Anticholinergics interrupt parasympathetic innervations while sympathetic innervations remain uninterrupted. Muscarinic antagonists are also called 'muscarinic antagonists', 'antimuscarinics', or 'parasympatholytics'. Nicotinic...
2.8K
01:56Plant Hormones
27.8K
Plant hormones—or phytohormones—are chemical molecules that modulate one or more physiological processes of a plant. In animals, hormones are often produced in specific glands and circulated via the circulatory system. However, plants lack hormone-producing glands.
27.8K