Alkaloids From Oxytropis Myriophylla (Pall) Dc

Kojima, Keisuke; Purevsuren, Sodnomtseren; Narantuya, Samdan; Tsetsegmaa, S.; Jamyansan, Ya.; Lsaka, Kimio; Ogihara, Yukio

doi:10.3797/scipharm.aut-01-208

Cited by 6 publications

(3 citation statements)

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“…α-Amino aromatic ketones are important substrates for asymmetric reductions because the product amino-alcohols are found in a wide variety of biologically active substances. Natural products containing this motif have been isolated from the plants Oxytropis myriophylla and Isodon excisus and from turmeric ( Curcuma longa ) . Recently, a library of related compounds have been prepared as selective apoptosis-inducing agents that may be of use as chemotherapeutic agents, and Formoterol is well-established as a long-acting β 2 -agonist used in the treatment of asthma and chronic bronchitis. 5e,f …”

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confidence: 99%

Synthetic Applicability and in Situ Recycling of a B-Methoxy Oxazaborolidine Catalyst Derived from cis-1-Amino-indan-2-ol

2004

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A procedure is described that greatly simplifies the use of an oxazaborolidine catalyst derived from (1R,2S) cis-1-amino-indan-2-ol. This B-OMe catalyst has been employed in the asymmetric reduction of a number of structurally diverse prochiral ketones, in particular the reduction of alpha-amino acetophenone and its derivatives. A method for reducing the effective catalyst loading by "in situ recycling" is also presented. [structure: see text]

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confidence: 99%

Synthetic Applicability and in Situ Recycling of a B-Methoxy Oxazaborolidine Catalyst Derived from cis-1-Amino-indan-2-ol

2004

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“…Oxytropis myriophylla 4 N-benzoylphenylethylamine, (S )-N-benzoyl-2-hydroxy-2phenylethylamine, N-cis-cinnamoylphenylethylamine* 6, N-trans-cinnamoylphenylethylamine* 7a and (S )-N-transcinnamoyl-2-hydroxy-2-phenylethylamine* 7b Zizyphus jujuba 5 jubanine C* 8, scutianine C and zizyphine A Jubanine C 8 is a new alkaloid similar to waltherines A, B and C, of the paracyclophane group, and a total synthesis of sanjoinine G1 13b, of this group, has been reported. The pentafluorophenyl ester of (S,S )-N,N-dibenzylhydroxyleucine 9 was condensed with the amine 10, to give the dipeptide 11, which was cyclised to the cyclophane 12a.…”

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confidence: 99%

β-Phenylethylamines and the isoquinoline alkaloids

Bentley

2003

Nat. Prod. Rep.

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This review covers beta-phenylethylamines and isoquinoline alkaloids and compounds derived from them, including further products of oxidation, condensation with formaldehyde and rearrangement, some of which do not contain an isoquinoline system, together with naphthylisoquinoline alkaloids, which have a different biogenetic origin. The occurrence of the alkaloids, with the structures of new bases, together with their reactions, syntheses and biological activities are reported. The literature from July 2001 to June 2002 is reviewed, with 581 references cited.

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“…Repeated chromatography of the petroleum ether and EtOAc extracts led to the isolation of twenty-one known ingredients ( Figure 1 ). Their structures were identified to be benzoic acid ( 1 ) [ 19 ], phytol ( 2 ) [ 20 ], 1-(2-phenylcarbonyloxy acetyl)benzene ( 3 ) [ 21 ], 8-hydroxy-6-methoxy-3-pentylisocoumarin ( 4 ) [ 22 ], 3-methoxy-5-pentyl-phenol ( MPP , 5 ) [ 23 ], sitosterol ( 6 ) [ 24 ], ethyl orsellinate ( 7 ) [ 25 ], N -(2-phenylethyl)benzamide ( 8 ) [ 26 ], N -[2-(benzoyloxy)-1-methyl-2-phenylethyl]benzamide ( 9 ) [ 27 ], N -[2-(acetyloxy)-1-methyl-2-phenylethyl]benzamide ( 10 ) [ 28 ], 2,5-dihydroxybenzoic acid methyl ester ( 11 ) [ 24 ], isovanillic acid ( 12 ) [ 29 ], salicyl alcohol ( 13 ) [ 19 ], 4-hydroxybenzoic acid ( 14 ) [ 30 ], syringic acid ( 15 ) [ 29 ], kaempferol ( 16 ) [ 31 ], gentisic acid ( 17 ) [ 32 ], quercetin ( 18 ) [ 31 ], daucosterol ( 19 ) [ 24 ], kaempferol-3- O - α - l -rhamnoside ( 20 ) [ 33 ], and quercetin-3- O - α - l -rhamnoside ( 21 ) [ 33 ], by comparison of their NMR and MS data with those reported in the literature.…”

Section: Resultsmentioning

confidence: 99%

Ingredients from Litsea garrettii as Potential Preventive Agents against Oxidative Insult and Inflammatory Response

Sun

et al. 2018

Oxidative Medicine and Cellular Longevity

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Oxidative stress and inflammation undoubtedly contribute to the pathogenesis of many human diseases. The nuclear transcription factor erythroid 2-related factor (Nrf2) and the nuclear factor κB (NF-κB) play central roles in regulation of oxidative stress and inflammation and thus are targets for developing agents against oxidative stress- and inflammation-related diseases. Our previous study indicated that the EtOH extract of Litsea garrettii protected human bronchial epithelial cells against oxidative insult via the activation of Nrf2. In the present study, a systemic phytochemical investigation of L. garrettii led to the isolation of twenty-one chemical ingredients, which were further evaluated for their inhibitions on oxidative stress and inflammation using NAD(P)H:quinone reductase (QR) assay and nitric oxide (NO) production assay. Of these ingredients, 3-methoxy-5-pentyl-phenol (MPP, 5) was identified as an Nrf2 activator and an NF-κB inhibitor. Further studies demonstrated the following: (i) MPP upregulated the protein levels of Nrf2, NAD(P)H:quinone oxidoreductase 1 (NQO1), and glutamate-cysteine ligase regulatory subunit (GCLM); enhanced the nuclear translocation and stabilization of Nrf2; and inhibited arsenic [As(III)]-induced oxidative insult in normal human lung epithelial Beas-2B cells. And (ii) MPP suppressed the nuclear translocation of NF-κB p65 subunit; inhibited the lipopolysaccharide- (LPS-) stimulated increases of NF-κB p65 subunit, COX-2, iNOS, TNF-α, and IL-1β; and blocked the LPS-induced biodegrade of IκB-α in RAW 264.7 murine macrophages. Taken together, MPP displayed potential preventive effects against inflammation- and oxidative stress-related diseases.

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Alkaloids From Oxytropis Myriophylla (Pall) Dc

Cited by 6 publications

References 1 publication

Synthetic Applicability and in Situ Recycling of a B-Methoxy Oxazaborolidine Catalyst Derived from cis-1-Amino-indan-2-ol

Synthetic Applicability and in Situ Recycling of a B-Methoxy Oxazaborolidine Catalyst Derived from cis-1-Amino-indan-2-ol

β-Phenylethylamines and the isoquinoline alkaloids

Ingredients from Litsea garrettii as Potential Preventive Agents against Oxidative Insult and Inflammatory Response

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