Dendrophen, a Novel Glycyrrhetyl Amino Acid from Dendronephthya hemprichi

2011 ◽  
Vol 66 (4) ◽  
pp. 425-432 ◽  
Author(s):  
Mohamed Shaaban ◽  
Khaled A. Shaaban ◽  
Howaida I. Abd-Alla ◽  
Atef G. Hanna ◽  
Hartmut Laatsch
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Acrylic Acid ◽  
Red Sea ◽  
Chromatographic Separation ◽  
2D Nmr ◽  
Pentanoic Acid ◽  
Nmr Studies ◽  
Amino Acid Conjugate ◽  
Acid Conjugate

Chemical investigation of the extract of Dendronephthya hemprichi, collected from the Red Sea, Egypt, delivered dendrophen (1), the first 3β -acetoxy-glycyrrhetyl amino acid conjugate obtained from nature. Additionally, a new polyhydroxy sterol, dendrotriol (2), together with cholesterol and hexitol were isolated. Chromatographic separation of the low-polarity components of the D. hemprichi extract afforded 4-oxo-pentanoic acid, 2-methyl-acrylic acid 2-diethylaminoethyl ester (3), juniper camphor (4), and 2-octadecanone. The structures of 1 and 2 were confirmed by 1D and 2D NMR studies and mass spectrometry.

Identification of an indole–triazole–amino acid conjugate as a highly effective antifungal agent

MedChemComm ◽  
2015 ◽  
Vol 6 (7) ◽  
pp. 1352-1359 ◽  
Author(s):  
Kalpana Pawar ◽  
Anshuman Yadav ◽  
Parteek Prasher ◽  
Sahil Mishra ◽  
Balwinder Singh ◽  
...  
Keyword(s):  
Amino Acid ◽  
Antifungal Agent ◽  
Antifungal Activities ◽  
Amino Acid Conjugate ◽  
Highly Effective ◽  
Acid Conjugate

Compounds constructed by the grafting of amino acid and triazole with an indole moiety were synthesized and investigated for antifungal activities wherein one of the compounds gave highly promising results.

Cytotoxic Activities of Amino Acid-Conjugate Derivatives of Abietane-Type Diterpenoids against Human Cancer Cell Lines

2013 ◽  
Vol 10 (7) ◽  
pp. 1260-1268 ◽  
Author(s):  
Motohiko Ukiya ◽  
Takuma Kawaguchi ◽  
Kenta Ishii ◽  
Eri Ogihara ◽  
Yosuke Tachi ◽  
...  
Keyword(s):  
Amino Acid ◽  
Cell Lines ◽  
Cancer Cell ◽  
Human Cancer ◽  
Cytotoxic Activities ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Amino Acid Conjugate ◽  
Acid Conjugate ◽  
Derivatives Of

scholarly journals Synthesis and biological activation of an ethylene glycol-linked amino acid conjugate of cyclic cidofovir

2007 ◽  
Vol 17 (3) ◽  
pp. 583-586 ◽  
Author(s):  
Ulrika Eriksson ◽  
John M. Hilfinger ◽  
Jae-Seung Kim ◽  
Stefanie Mitchell ◽  
Paul Kijek ◽  
...  
Keyword(s):  
Amino Acid ◽  
Ethylene Glycol ◽  
Amino Acid Conjugate ◽  
Acid Conjugate

Peptaibol metabolites of Tolypocladium geodes

1996 ◽  
Vol 74 (2) ◽  
pp. 165-172 ◽  
Author(s):  
Youla S. Tsantrizos ◽  
Sotiria Pischos ◽  
Françoise Sauriol ◽  
Paul Widden
Keyword(s):  
Amino Acid ◽  
2D Nmr ◽  
Chemical Shift Assignments ◽  
Pentanoic Acid ◽  
2D Nmr Spectroscopy ◽  
New Members ◽  
The Common ◽  
Unusual Amino Acid ◽  
Acid Unit ◽  
C Nmr

Three antibiotic peptides, LP237-F8 (1), F5 (2), and F7 (3), were isolated from the liquid culture of the fungus Tolypocladium geodes. Chemical shift assignments of the 1H and 13C NMR resonances and sequencing of these metabolites were achieved by extensive high-field 2D NMR spectroscopy. The N-terminal of peptides 1 and 2 is protected with an octanoyl (Oc) fatty acid unit, whereas that of peptide 3 is protected with a decanoyl (Dec) unit. The C-terminal of all three peptides is protected with the amino alcohol leucinol (Lol). All three metabolites contain the common amino acids Ala, Phe or Tyr, Pro, and Gln, as well as the unusual amino acid α-aminoisobutyric acid (Aib). In addition, peptides 1 and 2 contain the amino acid α-amino-α-ethyl-n-pentanoic acid (α-ethylnorvaline, EtNor), which has not been previously reported as a constituent of a natural product. Metabolites 1, 2, and 3 are new members of the class of natural products known as peptaibols. Key words: Tolypocladium geodes, peptaibols, leucinol, α-amino-α-ethyl-n-pentanoic acid.

scholarly journals Compensatory Mutations in Predicted Metal Transporters Modulate Auxin Conjugate Responsiveness in Arabidopsis

2013 ◽  
Vol 3 (1) ◽  
pp. 131-141 ◽  
Author(s):  
Rebekah A Rampey ◽  
Megan T Baldridge ◽  
David C Farrow ◽  
Sarah N Bay ◽  
Bonnie Bartel
Keyword(s):  
Amino Acid ◽  
Genetic Modifier ◽  
Metal Homeostasis ◽  
Metal Transporters ◽  
Subcellular Compartment ◽  
Isolation And Characterization ◽  
Zip Family ◽  
Amino Acid Conjugate ◽  
Acid Conjugate ◽  
Iaa Conjugate

Abstract Levels of the phytohormone indole-3-acetic acid (IAA) can be altered by the formation and hydrolysis of IAA conjugates. The isolation and characterization of Arabidopsis thaliana mutants with reduced IAA-conjugate sensitivity and wild-type IAA responses is advancing the understanding of auxin homeostasis by uncovering the factors needed for conjugate metabolism. For example, the discovery that the IAA-Ala-resistant mutant iar1 is defective in a protein in the ZIP family of metal transporters uncovered a link between metal homeostasis and IAA-conjugate sensitivity. To uncover additional factors impacting auxin conjugate metabolism, we conducted a genetic modifier screen and isolated extragenic mutations that restored IAA-amino acid conjugate sensitivity to the iar1 mutant. One of these suppressor mutants is defective in a putative cation diffusion facilitator, MTP5 (At3g12100; formerly known as MTPc2). Loss of MTP5 function restored IAA conjugate sensitivity to iar1 but not to mutants defective in IAA-amino acid conjugate amidohydrolases. Our results are consistent with a model in which MTP5 and IAR1 transport metals in an antagonistic fashion to regulate metal homeostasis within the subcellular compartment in which the IAA-conjugate amidohydrolases reside, and support previous suggestions that the ion composition in this compartment influences hydrolase activity.

scholarly journals Effects of Some Auxins on IAA-Amino Acid Conjugate Formation in Carrot Tissues Transformed with Ti Plamids.

1993 ◽  
Vol 10 (1) ◽  
pp. 33-37 ◽  
Author(s):  
Kazuo SASAKI ◽  
Michiko DAITA ◽  
Shingo SAKAI ◽  
Hiroshi KAMADA ◽  
Hiroshi HARADA
Keyword(s):  
Amino Acid ◽  
Amino Acid Conjugate ◽  
Acid Conjugate

Sulfated steroid – amino acid conjugate from the Irish marine sponge Polymastia boletiformis

Planta Medica ◽  
2014 ◽  
Vol 80 (16) ◽  
Author(s):  
V Smyrniotopoulos ◽  
M Rae ◽  
C Wolff ◽  
G McCormack ◽  
D Tasdemir
Keyword(s):  
Amino Acid ◽  
Marine Sponge ◽  
Amino Acid Conjugate ◽  
Acid Conjugate
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