18524-94-2

Usage

Uses

Used in Pharmaceutical Industry:
Loganin is used as a therapeutic agent for the treatment of hepatic injury and diabetic complications. Its protective effects against liver damage and its ability to mitigate the negative impacts of abnormal metabolic states and inflammation make it a valuable compound in the development of pharmaceuticals aimed at improving liver health and managing diabetes-related issues.
Used in Antioxidant Applications:
Loganin is used as an antioxidant to combat oxidative stress, which is a significant factor in the development of various diseases and complications, including those related to the liver and diabetes. Its antioxidant properties help neutralize harmful free radicals, thereby reducing cellular damage and inflammation.
Used in Anti-inflammatory Applications:
Loganin is employed as an anti-inflammatory agent to address inflammation caused by advanced glycation endproduct formation and other factors. By reducing inflammation, Loganin can help alleviate the severity of diabetic complications and promote overall health.

InChI:InChI=1/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3

Upstream product

• 20586-11-2 loganin pentaacetate 
• 20586-11-2 2',3',4',6',7-penta-O-acetylloganin 
• 67-56-1 methanol 
• 389806-47-7 loganigenin-1β-O-β-D-glucopyranosyl-6'-O-β-D-glucopyranoside 
• 82509-41-9 loganic acid 
• 139501-37-4 Ligustrinoside 
• 71462-04-9 1,6-di-O-acetylloganol 
• 26660-57-1 desoxy lognanin 
• 124-41-4 sodium methylate 
• 80054-38-2 C₁₀H₁₅⁽³⁾HO₂ 
• 186581-53-3 diazomethane 

Downstream Products

• 20586-11-2 2',3',4',6',7-penta-O-acetylloganin 
• 93241-40-8 2',3',4',7-tetra-O-acetyl-6'-O-trityl-loganin 
• 19351-63-4 secologanin 
• 76703-84-9 2',3',4',6'-tetra-O-acetylloganin 
• 29748-10-5 methyl-(1R,6S,7R)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate 
• 50-99-7 D-glucose 
• 938053-35-1 loganin 
• 99891-77-7 Acetic acid (4aR,6S,7R,7aS)-7-methyl-3-oxo-octahydro-cyclopenta[c]pyran-6-yl ester 

Related news

Loganin (cas 18524-94-2) protects against hydrogen peroxide-induced apoptosis by inhibiting phosphorylation of JNK, p38, and ERK 1/2 MAPKs in SH-SY5Y cells09/27/2019

We investigated the mechanisms underlying the protective effects of loganin against hydrogen peroxide (H2O2)-induced neuronal toxicity in SH-SY5Y cells. The neuroprotective effect of loganin was investigated by treating SH-SY5Y cells with H2O2 and then measuring the reduction in H2O2-induced apo...detailed

Loganin (cas 18524-94-2) attenuates diabetic nephropathy in C57BL/6J mice with diabetes induced by streptozotocin and fed with diets containing high level of advanced glycation end products09/25/2019

AimsDiabetic nephropathy is the most common cause of end-stage renal disease in patients with diabetes. Advanced glycation end-products (AGEs) play a prominent role in the development of diabetic nephropathy. We herein evaluated the effects of loganin on diabetic nephropathy in vivo.detailed

Loganin (cas 18524-94-2) enhances long-term potentiation and recovers scopolamine-induced learning and memory impairments09/10/2019

Although the incidence rate of dementia is rapidly growing in the aged population, therapeutic and preventive reagents are still suboptimal. Various model systems are used for the development of such reagents in which scopolamine is one of the favorable pharmacological tools widely applied.Logan...detailed

Loganin (cas 18524-94-2) possesses neuroprotective properties, restores SMN protein and activates protein synthesis positive regulator Akt/mTOR in experimental models of spinal muscular atrophy09/09/2019

Spinal muscular atrophy (SMA) is an autosomal recessive neurodegenerative disease characterized by motor neurons degeneration and muscular atrophy. There is no effective SMA treatment. Loganin is a botanical candidate with anti-inflammatory, anti-oxidant, glucose-lowering and anti-diabetic nephr...detailed

Effect of Loganin (cas 18524-94-2) on experimental diabetic nephropathy09/07/2019

Connective tissue growth factor (CTGF) plays a pathogenic role in diabetic nephropathy (DN). Loganin, an iridoid glucoside compound was isolated from Cornus officinalis Sieb. et Zucc. This study was conducted to investigate the efficacy of loganin on DN and to elucidate the potential mechanism. ...detailed

Parentucellia latifolia subsp. latifolia: A potential source for Loganin (cas 18524-94-2) iridoids by HPLC-ESI-MSn technique09/06/2019

This study attempts to compare the pharmaceutical potential (antioxidant and key enzyme inhibition of clinical relevance) of organic and aqueous extracts of Parentucellia latifolia (L.) Caruel subsp. latifolia (L.) Caruel as well as phytochemical composition. The phytochemical compounds were eva...detailed

Loganin (cas 18524-94-2) inhibits the inflammatory response in mouse 3T3L1 adipocytes and mouse model☆09/05/2019

Atherosclerosis is a chronic inflammatory disease of the vascular walls. ApoCIII is an independent factor which promotes atherosclerotic processes. This study aimed to investigate whether Loganin administration inhibits the inflammatory response in vitro and in vivo. In the apoCIII-induced mouse...detailed

Relevant academic research and scientific papers

7-Deoxyloganin 7-hydroxylase in Lonicera japonica cell cultures

The activity of 7-deoxyloganin 7-hydroxylase, an enzyme catalyzing the conversion of 7-deoxyloganin into loganin, was detected in a microsomal preparation from the cell suspension cultures of Lonicera japonica. It was dependent on NADPH and molecular oxyg

New iridoids from Asperula maximowiczii

Three new dimeric iridoid glucosides, named asperuloides A (1), B (2), and C (3), were isolated from Asperula maximowiczii, along with the known compound picconioside II. The structures of the new compounds were determined by spectroscopic and chemical methods and by the single-crystal X-ray diffraction analysis of 1.

An iridoid glucoside from Jasminum hemsleyi

A new iridoid glucoside, jashemsloside E, was isolated from the leaves of Jasminum hemsleyi. Its structure was elucidated on the basis of chemical and spectral data.

Absolute structure assignment of an iridoid-monoterpenoid indole alkaloid hybrid from Dipsacus asper

Iridoid-monoterpenoid indole alkaloid hybrids (IMIAHs)represent a rare class of natural products reported from only several plants of Rubiaceae and Dipsacaceae families, while their structural assignments remain a very challenging work due to complexity and flexibility. In the current study, a new IMIAH (1)was isolated from the roots of Dipsacus asper and its structure with absolute configuration was unambiguously established by a combination of spectroscopic analyses, chemical degradation and ECD calculation. A new oleanane-type triterpenoid saponin (2)and 15 known co-metabolites were also obtained and structurally characterized. Our biological evaluations showed that compound 2 exhibited moderate inhibition against acetylcholine esterase (AChE)with an IC50 value of 15.8 ± 0.56 μM, and compound 15 displayed potent cytotoxicity selectively against human A549 and H157 lung cancer cells with IC50 values of 6.94 ± 0.24 and 9.06 ± 0.12 μM, respectively.

IRIDOID GLUCOSIDES FROM MELAMPYRUM

Melampyrum arvense and M. cristatum contain, besides aucubin, 8-epiloganin and melampyroside, a new natural iridoid glucoside: gardoside methyl ester.In addition, M. arvense contains mussaenoside and M. cristatum mussaenosidic acid, another novel iridoid glucoside. - Key Word Index: Melampyrum arvense; M. cristatum; Scrophulariaceae; iridoid glucosides; gardoside methyl ester; mussaenosidic acid; aucubin; 8-epiloganin; mussaenoside; melampyroside.

Synthesis of LoganVir, a new carbocyclic nucleoside analogue

Starting from a natural cyclopentanoid monoterpene belonging to the class of iridoid glucosides called loganin, we performed the synthesis of a new carbocyclic nucleoside, allowing the preparation of a new lead compound, with a potential HIV antiviral activity as an reverse transcriptase competitive inhibitor that we named LoganVir. The stereocontrol of the coupling reaction was completed utilizing the procedure described by Mitsunobu with a purinic base.

Ligustrinoside, a new bisiridoid glucoside from Strychnos ligustrina

A new bisiridoid glucoside, ligustrinoside (1), along with three known iridoids, loganin, loganetin and loganic acid was isolated from the wood of Strychnos ligustrina Bl. (Loganiaceae), collected in Indonesia. The structure of ligustrinoside (1) has been determined as an ester dimmer of loganin and loganic acid between C-7 and C-11.

Iridoids from Symphoricarpos albus

Twelve compounds including secologanin, loganin, the aglycon of loganin, and a new iridoid called glucologanin were isolated from fruit of common snowberry Symphoricarpos albus (L.) Blake. The structure of glucologanin was confirmed using PMR and mass spe

Structure elucidation of six acylated iridoid glucosides from Jasminum hemsleyi

Six new iridoid glucosides, jashemslosides A-D (2-5), 6'-O-trans-p-coumaroylloganin (6) and 6'-O-cis-p-coumaroylloganin (7), were isolated from the leaves of Jasminum hemsleyi, together with the known glycosides, loganin, 7-dehydrologanin, jasminoside, 10-hydroxyoleoside dimethyl ester and lariciresinol-4-O-β-D-glucoside. The structures of the new glucosides 2-7, which contain a menthiafolic acid unit or p-coumaroyl group in addition to the loganin moiety, were elucidated by spectroscopic and chemical studies. Chirospecific HPLC analysis of the monoterpenic acid derivatives prepared from 2 and 3 revealed that each of the new compounds was a mixture of two inseparable diastereoisomers.

Iridoids, XXII. - Glucosidation of Hemiacetals. - Highly Stereoselective Synthesis of Iridoid Glucosides

Reaction of the racemic iridoid aglucone acetates 9d-12d with the trimethylsilyl β-glucopyranoside 4a in the presence of catalytic amounts of trimethylsilyl trifluoromethanesulfonate (7) in acetonitrile or liquid sulfur dioxide at -30 deg C and -50 deg C, respectively, followed by solvolysis gives in excellent yields nearly exclusively the β-glucosides 9g and 11g.Glucosidation of the enantiomerically pure acetates 9d/10d affords the β-glucoside 9g.In a similar way, the biosynthetical key intermediate loganin (1) is obtained from 16a in 60 percent yield.