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You searched for: Journal name Journal of natural products Remove constraint Journal name: Journal of natural products Publication year rev 7983-2017 Remove constraint Publication year rev: 7983-2017 Source 2017 v.80 no.4 Remove constraint Source: 2017 v.80 no.4
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1. Absolute Configuration of Periplosides C and F and Isolation of Minor Spiro-orthoester Group-Containing Pregnane-type Steroidal Glycosides from Periploca sepium and Their T-Lymphocyte Proliferation Inhibitory Activities

Author:
Wang Luo-Yi; Qin Jun-Jun; Chen Zhen-Hua; Zhou Yu; Tang Wei; Zuo Jian-Ping; Zhao Wei-Min
Source:
Journal of natural products 2017 v.80 no.4 pp. 1102-1109
ISSN:
1520-6025
Subject:
T-lymphocytes; X-ray diffraction; bark; glycosides; spectral analysis
Abstract:
... Further phytochemical investigation of the root bark of Periploca sepium afforded nine new spiro-orthoester group-containing pregnane-type glycosides termed periplosides O–V and 3-O-formyl-periploside A. The structures of these glycosides along with the absolute configuration of the unique seven-membered formyl acetal-bridged spiro-orthoester function and the 4,6-dideoxy-3-O-methyl-Δ³-2-hexosulosy ...
DOI:
10.1021/acs.jnatprod.7b00017

2. Actinomycete Metabolome Induction/Suppression with N-Acetylglucosamine

Author:
Dashti Yousef; Grkovic Tanja; Abdelmohsen Usama Ramadan; Hentschel Ute; Quinn Ronald J.
Source:
Journal of natural products 2017 v.80 no.4 pp. 828-836
ISSN:
1520-6025
Subject:
Actinokineospora; Micromonospora; N-acetylglucosamine; antibiotics; metabolism; metabolome; nuclear magnetic resonance spectroscopy; secondary metabolites; siderophores; surfactin
Abstract:
... The metabolite profiles of three sponge-derived actinomycetes, namely, Micromonospora sp. RV43, Rhodococcus sp. RV157, and Actinokineospora sp. EG49 were investigated after elicitation with N-acetyl-d-glucosamine. ¹H NMR fingerprint methodology was utilized to study the differences in the metabolic profiles of the bacterial extracts before and after elicitation. Our study found that the addition o ...
DOI:
10.1021/acs.jnatprod.6b00673

3. Anisucoumaramide, a Bioactive Coumarin from Clausena anisum-olens

Author:
Wang Yun-Song; Li Bi-Tao; Liu Shi-Xi; Wen Zheng-Qi; Yang Jing-Hua; Zhang Hong-Bin; Hao Xiao-Jiang
Source:
Journal of natural products 2017 v.80 no.4 pp. 798-804
ISSN:
1520-6025
Subject:
Clausena; biosynthesis; circular dichroism spectroscopy; coumarin; isoprene; isozymes; nuclear magnetic resonance spectroscopy
Abstract:
... A new coumarin, anisucoumaramide (1), and a new δ-truxinate derivative, anisumic acid (2), were isolated from Clausena anisum-olens. Their structures were elucidated from extensive NMR and MS data. The absolute configurations of the coumarins were assigned using the experimental and calculated electronic circular dichroism data. Anisucoumaramide (1) represents the first example of a naturally occu ...
DOI:
10.1021/acs.jnatprod.6b00391

4. Antibacterial Compounds from Marine Bacteria, 2010–2015

Author:
Schinke Claudia; Martins Thamires; Queiroz Sonia C. N.; Melo Itamar S.; Reyes Felix G. R.
Source:
Journal of natural products 2017 v.80 no.4 pp. 1215-1228
ISSN:
1520-6025
Subject:
Actinobacteria; Gram-negative bacteria; active ingredients; antibacterial properties; antibiotic resistance; antibiotics; metabolites; structure-activity relationships
Abstract:
... This review summarizes the reports on antibacterial compounds that have been obtained from marine-derived bacteria during the period 2010–2015. Over 50 active compounds were isolated during this period, most of which (69%) were obtained from Actinobacteria. Several compounds were already known, such as etamycin A (11) and nosiheptide (65), and new experiments with them showed some previously undet ...
DOI:
10.1021/acs.jnatprod.6b00235

5. The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture

Author:
Stierle Andrea A.; Stierle Donald B.; Decato Daniel; Priestley Nigel D.; Alverson Jeremy B.; Hoody John; McGrath Kelly; Klepacki Dorota
Source:
Journal of natural products 2017 v.80 no.4 pp. 1150-1160
ISSN:
1520-6025
Subject:
Bacillus anthracis; Candida albicans; Candida glabrata; Penicillium; Streptococcus pyogenes; X-ray diffraction; antibacterial properties; citrinin; coculture; fermentation; fungi; macrolide antibiotics; macrolides; mechanism of action; methicillin-resistant Staphylococcus aureus; patulin; protein synthesis; ribosomes; spectral analysis
Abstract:
... A carefully timed coculture fermentation of Penicillium fuscum and P. camembertii/clavigerum yielded eight new 16-membered-ring macrolides, berkeleylactones A–H (1, 4, 6–9, 12, 13), as well as the known antibiotic macrolide A26771B (5), patulin, and citrinin. There was no evidence of the production of the berkeleylactones or A26771B (5) by either fungus when grown as axenic cultures. The structure ...
DOI:
10.1021/acs.jnatprod.7b00133
PubMed:
28326781
PubMed Central:
PMC5467647

6. Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis

Author:
Kim Chung Sub; Subedi Lalita; Oh Joonseok; Kim Sun Yeou; Choi Sang Un; Lee Kang Ro
Source:
Journal of natural products 2017 v.80 no.4 pp. 1134-1140
ISSN:
1520-6025
Subject:
Pseudocydonia sinensis; anti-inflammatory activity; anticarcinogenic activity; branches; chemical structure; chromatography; cytotoxicity; humans; methanol; mice; neoplasm cells; nerve growth factor; neuroglia; neuroprotective effect; nitric oxide; nuclear magnetic resonance spectroscopy; statistics; triterpenoids
Abstract:
... Chaenomeles sinensis has been consumed traditionally for the treatment of throat diseases, diarrhea, inflammatory diseases, and dry beriberi. Repeated chromatography of the CHCl₃-soluble fraction from the 80% MeOH extract of C. sinensis twigs led to the isolation of three new triterpenoids, sinenic acid A (1), 3β-O-cis-feruloyl-2α,19α-dihydroxyurs-12-en-28-oic acid (2), and 3β-O-cis-caffeoylbetuli ...
DOI:
10.1021/acs.jnatprod.7b00111

7. Biseokeaniamides A, B, and C, Sterol O-Acyltransferase Inhibitors from an Okeania sp. Marine Cyanobacterium

Author:
Iwasaki Arihiro; Tadenuma Takato; Sumimoto Shimpei; Ohshiro Taichi; Ozaki Kaori; Kobayashi Keisuke; Teruya Toshiaki; Tomoda Hiroshi; Suenaga Kiyotake
Source:
Journal of natural products 2017 v.80 no.4 pp. 1161-1166
ISSN:
1520-6025
Subject:
Cyanobacterium (genus); cholesterol acyltransferase; cytotoxicity; lipopeptides; neoplasm cells; neoplasms; spectral analysis
Abstract:
... Biseokeaniamides A, B, and C (1–3), structurally novel sterol O-acyltransferase (SOAT) inhibitors, were isolated from an Okeania sp. marine cyanobacterium. Their structures were elucidated by spectroscopic analyses and degradation reactions. Biseokeaniamide B (2) exhibited moderate cytotoxicity against human HeLa cancer cells, and compounds 1–3 inhibited both SOAT1 and SOAT2, not only at an enzyme ...
DOI:
10.1021/acs.jnatprod.7b00137

8. Chaunopyran A: Co-Cultivation of Marine Mollusk-Derived Fungi Activates a Rare Class of 2-Alkenyl-Tetrahydropyran

Author:
Shang Zhuo; Salim Angela A.; Capon Robert J.
Source:
Journal of natural products 2017 v.80 no.4 pp. 1167-1172
ISSN:
1520-6025
Subject:
Trichoderma hamatum; biotransformation; coculture; fungi; littoral zone; molluscs; secondary metabolites; transcription (genetics); transcriptional activation
Abstract:
... Co-cultivation of Chaunopycnis sp. (CMB-MF028) and Trichoderma hamatum (CMB-MF030), fungal strains co-isolated from the inner tissue of an intertidal rock platform mollusc (Siphonaria sp), resulted in transcriptional activation of a rare class of 2-alkenyl-tetrahydropyran, chaunopyran A (7), and biotransformation and deactivation of the antifungal pyridoxatin (1), to methyl-pyridoxatin (8). This s ...
DOI:
10.1021/acs.jnatprod.7b00144

9. Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa

Author:
Kuo Ping-Chung; Hung Hsin-Yi; Nian Chi-Wei; Hwang Tsong-Long; Cheng Ju-Chien; Kuo Daih-Huang; Lee E-Jian; Tai Shih-Huang; Wu Tian-Shung
Source:
Journal of natural products 2017 v.80 no.4 pp. 1055-1064
ISSN:
1520-6025
Subject:
Forsythia suspensa; anti-inflammatory activity; chemical composition; diterpenoids; elastase; fruits; inhibitory concentration 50; lignans; spectroscopy; superoxide anion; triterpenoids
Abstract:
... Fifty compounds were isolated from the fruits of Forsythia suspensa, including 13 new compounds characterized as eight new diterpenoids (1–8), three new lignans (9–11), a new iridoid (12), and a new triterpenoid (13). Their structures were established on the basis of spectroscopic and spectrometric analysis. Most of the isolated compounds were examined for their anti-inflammatory activity in vitro ...
DOI:
10.1021/acs.jnatprod.6b01141

10. Chrodrimanins K–N and Related Meroterpenoids from the Fungus Penicillium sp. SCS-KFD09 Isolated from a Marine Worm, Sipunculus nudus

Author:
Kong Fan-Dong; Ma Qing-Yun; Huang Sheng-Zhuo; Wang Pei; Wang Jun-Feng; Zhou Li-Man; Yuan Jing-Zhe; Dai Hao-Fu; Zhao You-Xing
Source:
Journal of natural products 2017 v.80 no.4 pp. 1039-1047
ISSN:
1520-6025
Subject:
Penicillium; Staphylococcus aureus; X-ray diffraction; crystal structure; culture media; fungi; inhibitory concentration 50; spectral analysis; China
Abstract:
... Six new meroterpenoids, chrodrimanins K–N (1–4), including two uncommon chlorinated ones (1 and 2), and verruculides B2 (5) and B3 (6), as well as seven known ones (7–13), were isolated from the fermentation broth of Penicillium sp. SCS-KFD09 isolated from a marine worm, Sipunculus nudus, from Haikou Bay, China. The structures including the absolute configurations of the new compounds were unambig ...
DOI:
10.1021/acs.jnatprod.6b01061

11. Corymbulosins D–H, 2-Hydroxy- and 2-Oxo-clerodane Diterpenes from the Bark of Laetia corymbulosa

Author:
Suzuki Airi; Saito Yohei; Fukuyoshi Shuichi; Goto Masuo; Miyake Katsunori; Newman David J.; O’Keefe Barry R.; Lee Kuo-Hsiung; Nakagawa-Goto Kyoko
Source:
Journal of natural products 2017 v.80 no.4 pp. 1065-1072
ISSN:
1520-6025
Subject:
anticarcinogenic activity; bark; cell proliferation; diterpenoids; humans; neoplasms; nuclear magnetic resonance spectroscopy; oxidation; spectral analysis
Abstract:
... A bioactive CH₃OH–CH₂Cl₂ (1:1) extract of the bark of Laetia corymbulosa provided five new clerodane diterpenes with an isozuelanin skeleton, designated as corymbulosins D–H (1–5), as well as the known corymbulosins B (6) and C (7), for which the relative configurations were not previously determined. The structures of 1–5 were characterized on the basis of 1D and 2D NMR spectroscopic and HRMS ana ...
DOI:
10.1021/acs.jnatprod.6b01151
PubMed:
28290698
PubMed Central:
PMC5516477

12. Cyclotheonellazoles A–C, Potent Protease Inhibitors from the Marine Sponge Theonella aff. swinhoei

Author:
Issac Michal; Aknin Maurice; Gauvin-Bialecki Anne; De Voogd Nicole; Ledoux Alisson; Frederich Michel; Kashman Yoel; Carmeli Shmuel
Source:
Journal of natural products 2017 v.80 no.4 pp. 1110-1116
ISSN:
1520-6025
Subject:
Porifera; acids; amino acids; antiparasitic properties; chymotrypsin; cyclic peptides; elastase; metabolites; nuclear magnetic resonance spectroscopy; proteinase inhibitors; Madagascar
Abstract:
... The extract of a sample of the sponge Theonella aff. swinhoei collected in Madagascar exhibited promising in vitro antiplasmodial activity. The antiplasmodial activity was ascribed in part to the known metabolite swinholide A. Further investigation of the extract afforded three unusual cyclic peptides, cyclotheonellazoles A–C (1–3), which contain six nonproteinogenic amino acids out of the eight a ...
DOI:
10.1021/acs.jnatprod.7b00028

13. Cytotoxic Naphthoquinone and Azaanthraquinone Derivatives from an Endophytic Fusarium solani

Author:
Chowdhury Nargis Sultana; Sohrab Md. Hossain; Rana Md. Sohel; Hasan Choudhury Mahmood; Jamshidi Shirin; Rahman Khondaker Miraz
Source:
Journal of natural products 2017 v.80 no.4 pp. 1173-1177
ISSN:
1520-6025
Subject:
DNA; Fusarium solani; cytotoxicity; endophytes; ethyl acetate; fractionation; fungi; humans; mechanism of action; molecular models; naphthoquinones; neoplasm cells; spectral analysis
Abstract:
... Bioactivity-guided fractionation of the ethyl acetate extract obtained from the culture of the endophytic fungus Fusarium solani resulted in the isolation of one new naphthoquinone, 9-desmethylherbarine (1), and two azaanthraquinone derivatives, 7-desmethylscorpinone (2) and 7-desmethyl-6-methylbostrycoidin (3), along with four known compounds. Their structures were elucidated by spectral analysis ...
DOI:
10.1021/acs.jnatprod.6b00610

14. Determination of Gymnemic Acid I as a Protein Biosynthesis Inhibitor Using Chemical Proteomics

Author:
Capolupo Angela; Esposito Roberta; Zampella Angela; Festa Carmen; Riccio Raffaele; Casapullo Agostino; Tosco Alessandra; Monti Maria Chiara
Source:
Journal of natural products 2017 v.80 no.4 pp. 909-915
ISSN:
1520-6025
Subject:
Gymnema sylvestre; bioactive properties; leaf extracts; protein synthesis; proteomics; ribosomes; secondary metabolites; stable isotopes; traditional medicine; triterpenoid saponins
Abstract:
... The plant Gymnema sylvestre has been used widely in traditional medicine as a remedy for several diseases, and its leaf extract is known to contain a group of bioactive triterpene saponins belonging to the gymnemic acid class. Gymnemic acid I (1) is one of the main components among this group of secondary metabolites and is endowed with an interesting bioactivity profile. Since there is a lack of ...
DOI:
10.1021/acs.jnatprod.6b00793

15. Determination of the Absolute Configuration of a Monoglyceride Antibolting Compound and Isolation of Related Compounds from Radish Leaves (Raphanus sativus)

Author:
Ogihara Tsuyoshi; Amano Naruki; Mitsui Yuki; Fujino Kaien; Ohta Hiroyuki; Takahashi Kosaku; Matsuura Hideyuki
Source:
Journal of natural products 2017 v.80 no.4 pp. 872-878
ISSN:
1520-6025
Subject:
Arabidopsis thaliana; winter; jasmonic acid; seedlings; monoacylglycerols; radishes; Raphanus sativus; root growth; analytical methods; chemical structure; leaves
Abstract:
... A monoglyceride (1) has been reported to possess an antibolting effect in radish (Raphanus sativus), but its absolute configuration at the C-2 position was not determined earlier. In this work, the absolute configuration of 1 was determined to be (2S), and it was also accompanied by one new (2) and two known monoglycerides (3 and 4). The chemical structure of 2 was determined as β-(7′Z,10′Z,13′Z)- ...
DOI:
10.1021/acs.jnatprod.6b00746

16. Effect of Hops Derived Prenylated Phenols on TNF-α Induced Barrier Dysfunction in Intestinal Epithelial Cells

Author:
Luescher Sandro; Urmann Corinna; Butterweck Veronika
Source:
Journal of natural products 2017 v.80 no.4 pp. 925-931
ISSN:
1520-6025
Subject:
bioactive properties; electrical resistance; hops; human cell lines; humans; intestinal mucosa; models; monitoring; permeability; phenols; tight junctions; tumor necrosis factor-alpha
Abstract:
... For the prenylated hops phenols 6- and 8-prenylnaringenin (1 and 2), xanthohumol (3), and isoxanthohumol (4), a variety of biological activities has been described. In the current study, a transwell based in vitro model using the human intestinal epithelial cell line Caco-2 was developed to assess potential beneficial effects of compounds 1–4 on TNF-α-induced impairment of tight junction (TJ) perm ...
DOI:
10.1021/acs.jnatprod.6b00869

17. Epigenetic Modulation of Endophytic Eupenicillium sp. LG41 by a Histone Deacetylase Inhibitor for Production of Decalin-Containing Compounds

Author:
Li Gang; Kusari Souvik; Golz Christopher; Laatsch Hartmut; Strohmann Carsten; Spiteller Michael
Source:
Journal of natural products 2017 v.80 no.4 pp. 983-988
ISSN:
1520-6025
Subject:
Eupenicillium; Staphylococcus aureus; X-ray diffraction; Xanthium; chemical equilibrium; cis-trans isomers; cytotoxicity; endophytes; epigenetics; fungi; histone deacetylase; humans; liquid chromatography; mass spectrometry; medicinal plants; neoplasm cells; nicotinamide; nuclear magnetic resonance spectroscopy; spectral analysis; stereochemistry
Abstract:
... An endophytic fungus, Eupenicillium sp. LG41, isolated from the Chinese medicinal plant Xanthium sibiricum, was subjected to epigenetic modulation using an NAD⁺-dependent histone deacetylase (HDAC) inhibitor, nicotinamide. Epigenetic stimulation of the endophyte led to enhanced production of two new decalin-containing compounds, eupenicinicols C and D (3 and 4), along with two biosynthetically rel ...
DOI:
10.1021/acs.jnatprod.6b00997

18. Hormonemate Derivatives from Dothiora sp., an Endophytic Fungus

Author:
Pérez-Bonilla Mercedes; González-Menéndez Víctor; Pérez-Victoria Ignacio; de Pedro Nuria; Martín Jesús; Molero-Mesa Joaquín; Casares-Porcel Manuel; González-Tejero María Reyes; Vicente Francisca; Genilloud Olga; Tormo José R.; Reyes Fernando
Source:
Journal of natural products 2017 v.80 no.4 pp. 845-853
ISSN:
1520-6025
Subject:
Dothiora; Launaea; acetone; adenocarcinoma; anticarcinogenic activity; breasts; chemical degradation; colorimetry; cytotoxicity; endophytes; fractionation; fungi; humans; indigenous species; liver neoplasms; neoplasm cells; nuclear magnetic resonance spectroscopy; pancreatic neoplasms; plants (botany)
Abstract:
... A search for cytotoxic agents from cultures of the endophytic fungus Dothiora sp., isolated from the endemic plant Launaea arborescens, led to the isolation of six new compounds structurally related to hormonemate, with moderate cytotoxic activity against different cancer cell lines. By using a bioassay-guided fractionation approach, hormonemates A–D (1–4), hormonemate (5), and hormonemates E (6) ...
DOI:
10.1021/acs.jnatprod.6b00680

19. Identification and Synthesis of Mycalol Analogues with Improved Potency against Anaplastic Thyroid Carcinoma Cell Lines

Author:
Cutignano Adele; Seetharamsingh B.; D’Angelo Daniela; Nuzzo Genoveffa; Khairnar Pankaj V.; Fusco Alfredo; Reddy D. Srinivasa; Fontana Angelo
Source:
Journal of natural products 2017 v.80 no.4 pp. 1125-1133
ISSN:
1520-6025
Subject:
acetates; carcinoma; cytotoxicity; humans; inhibitory concentration 50; isomers; metabolites; neoplasm cells; spectral analysis; therapeutics
Abstract:
... The marine metabolite mycalol (1) has a specific inhibitory activity on cells of anaplastic thyroid carcinoma (ATC), a very aggressive and rare cancer that does not have effective conventional therapy. In this study, we describe six new related analogues (2–7) that differ in the length of the terminal alkyl residue and the presence of acetate or 3S-hydroxybutyrate (3S)-3HB as a substituent at C-19 ...
DOI:
10.1021/acs.jnatprod.7b00043

20. Identification of Pyridinium with Three Indole Moieties as an Antimicrobial Agent

Author:
Okada Masahiro; Sugita Tomotoshi; Wong Chin Piow; Wakimoto Toshiyuki; Abe Ikuro
Source:
Journal of natural products 2017 v.80 no.4 pp. 1205-1209
ISSN:
1520-6025
Subject:
Escherichia coli; Porifera; anti-infective agents; antibacterial properties; bioassays; calyx; cytotoxicity; genomic libraries; tryptamines
Abstract:
... A novel pyridinium with three indole moieties, tricepyridinium, was obtained from the culture of an Escherichia coli clone incorporating metagenomic libraries from the marine sponge Discodermia calyx. For the important structural elements of tricepyridinium to be investigated for antibacterial activity, tricepyridinium and its analogues were chemically synthesized. Tricepyridinium had antimicrobia ...
DOI:
10.1021/acs.jnatprod.6b01152