Cholinesterase‐Inhibiting New Steroidal Alkaloids from Sarcococca hookeriana of Nepalese Origin.

Choudhary, Muhammad Iqbal; Devkota, Krishna Prasad; Nawaz, Syed Junaid; Shaheen, Farzana; Atta‐ur‐Rahman, Atta‐ur‐Rahman

doi:10.1002/chin.200444225

Cited by 5 publications

(11 citation statements)

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“…[84] Several Sarcococca steroidal alkaloids have been reported to have anticholinesterase activity, with IC50 values in the range of 0.5-249 mm for AChE, (+)phulchowkiamide A being the most active, while for BChE the IC50 varies from 0.3 to 200 mm, hookerianamide I possessing the lowest IC50 value (see Table S1). [85][86][87][88][89][90][91][92][93][94][95] Through Lineweaver-Burk and Dixon plots, Khalid et al [84] demonstrated that the majority of the pregnane-type alkaloids obtained from Sarcococca saligna have a pure noncompetitive type of inhibition for both cholinesterases.…”

Section: Classes Of Anticholinesterase Alkaloids Steroidal and Tritermentioning

confidence: 99%

Alkaloids as a source of potential anticholinesterase inhibitors for the treatment of Alzheimer's disease

Konrath

Passos

Klein‐Júnior

et al. 2013

Journal of Pharmacy and Pharmacology

179

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Objectives The inhibition of acetylcholinesterase (AChE), the key enzyme in the breakdown of acetylcholine, is currently the main pharmacological strategy available for Alzheimer's disease (AD). In this sense, many alkaloids isolated from natural sources, such as physostigmine, have been long recognized as acetyl-and butyrylcholinesterase (BChE) inhibitors. Since the approval of galantamine for the treatment of AD patients, the search for new anticholinesterase alkaloids has escalated, leading to promising candidates such as huperzine A. This review aims to summarize recent advances in current knowledge on alkaloids as AChE and BChE inhibitors, highlighting structure-activity relationship (SAR) and docking studies. Key findings Natural alkaloids belonging to the steroidal/triterpenoidal, quinolizidine, isoquinoline and indole classes, mainly distributed within Buxaceae, Amaryllidaceae and Lycopodiaceae, are considered important sources of alkaloids with anti-enzymatic properties. Investigations into the possible SARs for some active compounds are based on molecular modelling studies, predicting the mode of interaction of the molecules with amino acid residues in the active site of the enzymes. Following this view, an increasing interest in achieving more potent and effective analogues makes alkaloids good chemical templates for the development of new cholinesterase inhibitors. Summary The anticholinesterase activity of alkaloids, together with their structural diversity and physicochemical properties, makes them good candidate agents for the treatment of AD.

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Section: Classes Of Anticholinesterase Alkaloids Steroidal and Tritermentioning

confidence: 99%

Alkaloids as a source of potential anticholinesterase inhibitors for the treatment of Alzheimer's disease

Konrath

Passos

Klein‐Júnior

et al. 2013

Journal of Pharmacy and Pharmacology

179

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“…They also exhibited inhibitory effects on drug transport and multidrug resistance in human cancer cells [2], and antileishmanial potential [3]. Four species, S. coriacea, S. saligna, S. hookerina, and S. wallichi are found in Nepal [4,5]. S. wallichi is widely distributed in central Nepal at altitudes above 2300 m [6].…”

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confidence: 99%

Anti-inflammatory Steroidal Alkaloids from Sarcococca wallichii of Nepalese Origin

Adhikaria

Jabeen

et al. 2015

Natural Product Communications

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Bio-assay guided isolation from the plant Sarcococca wallichii Staph. yielded two new steroidal alkaloids: wallichimine A (1) and wallichimine B (2), and five known ones: sarcodinine (3), N-methylpachysamine A (4), alkaloid C (5), dictyophlebine (6), and sarcorine (7). The structures of the compounds were determined using mass spectrometry and NMR spectroscopy techniques. The immunomodulatory potential of compounds was evaluated on different parameters including production of intracellular reactive oxygen species (ROS), nitric oxide (NO) and on proinflammatory cytokine TNF-α. All compounds were found to be potent inhibitors of intracellular ROS produced from isolated neutrophils, except compound 5, which showed a moderate level of inhibition. Compounds 2 and 4 potently inhibited the production of NO (67.9% and 62.5% respectively). Compound 2 showed potent suppression on production of proinflammatory cytokine TNF-α (76.7%). Among all the tested compounds the new compound 2 was found to be the most potent immunosuppressive agent. This study shows that steroidal alkaloids could be lead compounds for anti-inflammatory drug discovery.

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“…3054 (Table 2). In the 13 C NMR (Table 1) spectrum, twenty-four signals were observed. Thus, compound 1 was identified to be a pregnane-type steroidal alkaloid.…”

Section: Resultsmentioning

confidence: 99%

“…1). The known compounds isolated were characterized to be 11-hydroxyepipachysamine-E (4) [12], (2α, 3β, 4β, 20S)-2, 4-bis(acetoxy)-20-(N, N-dimethylamino)-3-[(3-methylbut-2-enoyl) amino]-5α-pregnane (5) [13], vagnine B (6) [14], (20S)-20-(N, N-dimethylamino)-3β-methoxy-pregn-5-ene (7) [15], (+)-irehine (8) [16], axillaridine A (9) [17], epi-pachysamine B (10) [14], salonine B (11) [18], funtumafrine C (12) [19], pachysamine M (13) [20], and hookerianamide B (14) [13] (Fig. 1).…”

Section: Resultsmentioning

confidence: 99%

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Pregnane alkaloids from Sarcococca hookeriana var. digyna

et al. 2013

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Cholinesterase‐Inhibiting New Steroidal Alkaloids from Sarcococca hookeriana of Nepalese Origin.

Cited by 5 publications

References 1 publication

Alkaloids as a source of potential anticholinesterase inhibitors for the treatment of Alzheimer's disease

Alkaloids as a source of potential anticholinesterase inhibitors for the treatment of Alzheimer's disease

Anti-inflammatory Steroidal Alkaloids from Sarcococca wallichii of Nepalese Origin

Pregnane alkaloids from Sarcococca hookeriana var. digyna

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