Literature DB >> 26849229

γ-Lactam alkaloids from the flower buds of daylily.

Takahiro Matsumoto1, Seikou Nakamura1, Souichi Nakashima1, Tomoe Ohta1, Mamiko Yano1, Junichiro Tsujihata1, Junko Tsukioka1, Keiko Ogawa1, Masashi Fukaya1, Masayuki Yoshikawa1, Hisashi Matsuda2.   

Abstract

Four new alkaloids, hemerocallisamines IV-VII, were isolated from the methanol extract of flower buds of daylily. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. The absolute stereochemistry of the hemerocallisamines IV-VI was elucidated by the application of the modified Mosher's method, HPLC analysis, and optical rotation. In the present study, the isolated alkaloids significantly inhibited the aggregation of Aβ42 in vitro. This is the first report about bioactive alkaloids with a γ-lactam ring from daylily. In addition, isolated nucleosides showed accelerative effects on neurite outgrowth under the non-fasting condition.

Entities:  

Keywords:  Alkaloids; Alzheimer’s diseases; Aβ42 aggregation; Daylily; PC12 cell

Mesh:

Substances:

Year:  2016        PMID: 26849229     DOI: 10.1007/s11418-015-0963-z

Source DB:  PubMed          Journal:  J Nat Med        ISSN: 1340-3443            Impact factor:   2.343


  17 in total

1.  Palladium-catalyzed direct hydroxymethylation of aryl halides and triflates with potassium acetoxymethyltrifluoroborate.

Authors:  Norio Murai; Masahiro Yonaga; Keigo Tanaka
Journal:  Org Lett       Date:  2012-02-09       Impact factor: 6.005

2.  Donepezil potentiates nerve growth factor-induced neurite outgrowth in PC12 cells.

Authors:  Toru Oda; Toshiaki Kume; Hiroshi Katsuki; Tetsuhiro Niidome; Hachiro Sugimoto; Akinori Akaike
Journal:  J Pharmacol Sci       Date:  2007-08-04       Impact factor: 3.337

3.  A facile enzymatic synthesis of 5'-(3-sn-phosphatidyl)nucleosides and their antileukemic activities.

Authors:  S Shuto; H Itoh; S Ueda; S Imamura; K Fukukawa; M Tsujino; A Matsuda; T Ueda
Journal:  Chem Pharm Bull (Tokyo)       Date:  1988-01       Impact factor: 1.645

4.  Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.

Authors:  Seikou Nakamura; Souichi Nakashima; Genzo Tanabe; Yoshimi Oda; Nami Yokota; Katsuyoshi Fujimoto; Takahiro Matsumoto; Rika Sakuma; Tomoe Ohta; Keiko Ogawa; Shino Nishida; Hisako Miki; Hisashi Matsuda; Osamu Muraoka; Masayuki Yoshikawa
Journal:  Bioorg Med Chem       Date:  2012-12-05       Impact factor: 3.641

5.  The nucleoside transport proteins, NupC and NupG, from Escherichia coli: specific structural motifs necessary for the binding of ligands.

Authors:  Simon G Patching; Stephen A Baldwin; Alexander D Baldwin; James D Young; Maurice P Gallagher; Peter J F Henderson; Richard B Herbert
Journal:  Org Biomol Chem       Date:  2005-01-10       Impact factor: 3.876

6.  Protective effects of caffeoylquinic acids on the aggregation and neurotoxicity of the 42-residue amyloid β-protein.

Authors:  Yusaku Miyamae; Manami Kurisu; Kazuma Murakami; Junkyu Han; Hiroko Isoda; Kazuhiro Irie; Hideyuki Shigemori
Journal:  Bioorg Med Chem       Date:  2012-08-12       Impact factor: 3.641

7.  New potent accelerator of neurite outgrowth from Lawsonia inermis flower under non-fasting condition.

Authors:  Yoshimi Oda; Souichi Nakashima; Seikou Nakamura; Mamiko Yano; Masanori Akiyama; Kayo Imai; Tomohito Kimura; Akiko Nakata; Miyuki Tani; Hisashi Matsuda
Journal:  J Nat Med       Date:  2016-03-02       Impact factor: 2.343

8.  Complete (1)H and (13)C NMR spectral assignment of alpha- and beta-adenosine, 2'-deoxyadenosine and their acetate derivatives.

Authors:  P Ciuffreda; S Casati; A Manzocchi
Journal:  Magn Reson Chem       Date:  2007-09       Impact factor: 2.447

9.  N-glycosides of amino acid amides from Hemerocallis fulva var. sempervirens.

Authors:  Yuko Ogawa; Tenji Konishi
Journal:  Chem Pharm Bull (Tokyo)       Date:  2009-10       Impact factor: 1.645

10.  A rare glutamine derivative from the flower buds of daylily.

Authors:  Takahiro Matsumoto; Seikou Nakamura; Tomoe Ohta; Katsuyoshi Fujimoto; Masayuki Yoshikawa; Keiko Ogawa; Hisashi Matsuda
Journal:  Org Lett       Date:  2014-05-16       Impact factor: 6.005

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  4 in total

1.  BBB-permeable aporphine-type alkaloids in Nelumbo nucifera flowers with accelerative effects on neurite outgrowth in PC-12 cells.

Authors:  Mamiko Yano; Souichi Nakashima; Yoshimi Oda; Seikou Nakamura; Hisashi Matsuda
Journal:  J Nat Med       Date:  2019-11-09       Impact factor: 2.343

Review 2.  Recent Studies on Anti-Depressant Bioactive Substances in Selected Species from the Genera Hemerocallis and Gladiolus: A Systematic Review.

Authors:  Renata Matraszek-Gawron; Mirosława Chwil; Paulina Terlecka; Michał M Skoczylas
Journal:  Pharmaceuticals (Basel)       Date:  2019-11-25

3.  Exploring the chemical space and the bioactivity profile of lactams: a chemoinformatic study.

Authors:  Fernanda I Saldívar-González; Elena Lenci; Andrea Trabocchi; José L Medina-Franco
Journal:  RSC Adv       Date:  2019-08-28       Impact factor: 3.361

4.  A Combined Network Pharmacology and Molecular Docking Approach to Investigate Candidate Active Components and Multitarget Mechanisms of Hemerocallis Flowers on Antidepressant Effect.

Authors:  Tiancheng Ma; Yu Sun; Chang Jiang; Weilin Xiong; Tingxu Yan; Bo Wu; Ying Jia
Journal:  Evid Based Complement Alternat Med       Date:  2021-06-30       Impact factor: 2.629

  4 in total

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