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1.
J Asian Nat Prod Res ; : 1-7, 2024 Jun 30.
Article in English | MEDLINE | ID: mdl-38945154

ABSTRACT

A new steroid, 2a-oxa-2-oxo-5ß-hydroxy-3,4-dinor-24-methylcholesta-22E-ene (1), together with 10 known ones (2-11), was isolated from the marine sponge Cliona sp. The structures of these compounds were determined by the spectroscopic methods (UV, IR, MS, and NMR) and X-ray diffraction analysis. Compound 1 was the third example of 3,4-dinorsteroid with a hemiketal at C-5 that was isolated from the natural source. In addition, the antibacterial activities of these compounds were also evaluated. However, none of them exhibited significant inhibition effects.

2.
J Asian Nat Prod Res ; 26(3): 328-333, 2024 Mar.
Article in English | MEDLINE | ID: mdl-37602427

ABSTRACT

(+)- and (-)-Tedanine [(+)-1 and (-)-1], a pair of new enantiomeric indolone alkaloids, along with nine compounds (2-10) were isolated from the marine sponge Tedania sp. The structures of (+)-1 and (-)-1 including absolute configurations were determined by spectroscopic analysis and quantum chemical calculation. Compounds (+)-1 and (-)-1 were the first examples of indolone alkaloids isolated from this genus. In addition, the cytotoxic and antibacterial activities of these compounds were also evaluated.


Subject(s)
Alkaloids , Antineoplastic Agents , Porifera , Animals , Porifera/chemistry , Alkaloids/chemistry , Anti-Bacterial Agents/chemistry , Antineoplastic Agents/chemistry , Molecular Structure
3.
Chem Biodivers ; 20(8): e202300950, 2023 Aug.
Article in English | MEDLINE | ID: mdl-37477082

ABSTRACT

Two new pairs of enantiomeric butenolides, (+)- and (-)-suberiteslide A, (+)- and (-)-subertieslide B had been obtained from the marine sponge Suberties sp. The structures with absolute configurations of these compounds were unequivocally determined by spectroscopic analyses and ECD (Electronic Circular Dichroism) method. It was the first separation of butenolides from the marine sponges of genus Suberites. Additionally, the anti-inflammatory, antibacterial and cytotoxic activities of these compounds were evaluated. The result indicated that only (-)-subertieslide B showed weak anti-inflammatory activity with the IC50 value of 40.8 µM.


Subject(s)
Porifera , Animals , Porifera/microbiology , 4-Butyrolactone/chemistry , Anti-Bacterial Agents/pharmacology , Circular Dichroism , Molecular Structure
4.
J Asian Nat Prod Res ; 25(9): 899-904, 2023 Sep.
Article in English | MEDLINE | ID: mdl-36587815

ABSTRACT

A new chlorobenzoate derivative, solieriate (1), together with six known compounds (2-7), were isolated from the red alga Solieria sp. The structures of 1-7 were determined by comprehensive spectroscopic methods and X-ray diffraction analysis. Compound 1 is the first example of halogenated derivative isolated from this genus. In addition, 1 exhibited moderate antibacterial activity on A. baumannii with MIC value of 64 µg/ml.


Subject(s)
Rhodophyta , Rhodophyta/chemistry , Crystallography, X-Ray , Anti-Bacterial Agents/chemistry , Chlorobenzoates , Molecular Structure
5.
J Asian Nat Prod Res ; 25(11): 1044-1050, 2023 Nov.
Article in English | MEDLINE | ID: mdl-37042722

ABSTRACT

Two new alkaloids, spongimides A (1) and B (2), along with five known ones (3-7), were isolated from the marine sponge Spongia sp. The structures of 1 and 2 were determined by the spectroscopic methods (UV, IR, MS, and NMR) and X-ray diffraction analysis. Compounds 1, 3, and 4 were the first examples of 2,4-imidazolidinediones isolated from this genus. In addition, the cytotoxic and antibacterial activities of compounds 1 and 2 were also evaluated.


Subject(s)
Alkaloids , Antineoplastic Agents , Porifera , Animals , Molecular Structure , Porifera/chemistry , Antineoplastic Agents/chemistry , Alkaloids/chemistry , Magnetic Resonance Spectroscopy
6.
J Asian Nat Prod Res ; 25(1): 61-67, 2023 Jan.
Article in English | MEDLINE | ID: mdl-35352584

ABSTRACT

Two new halogenated metabolites, laurenhalogens A (1) and B (2), along with four known ones (3-6), were isolated from the red alga Laurencia sp. The structures of 1 and 2 were determined by the means of UV, IR, MS, NMR and X-ray diffraction analysis. In addition, the antibacterial activities of 1-6 were also evaluated.


Subject(s)
Laurencia , Sesquiterpenes , Laurencia/chemistry , Molecular Structure , Magnetic Resonance Spectroscopy , Anti-Bacterial Agents/chemistry , Crystallography, X-Ray , Sesquiterpenes/chemistry
7.
Eye Contact Lens ; 47(2): 81-85, 2021 Feb 01.
Article in English | MEDLINE | ID: mdl-32443010

ABSTRACT

OBJECTIVE: To compare the efficacies of 0.02% atropine eye drops and orthokeratology to control axial length (AL) elongation in children with myopia. METHODS: In this historical control study, 247 children with myopia whose administration of 0.02% atropine (n=142) or underwent orthokeratology from an earlier study (n=105, control group) were enrolled. Data on AL and other baseline parameters were recorded at baseline and after 1 and 2 years of treatment. RESULTS: The mean changes in AL in the first and second years of treatment were 0.30±0.21 and 0.28±0.20 mm, respectively, in the 0.02% atropine group and 0.16±0.20 and 0.20±0.16 mm, respectively, in the orthokeratology group. Axial length elongations after 2 years of treatment were 0.58±0.35 and 0.36±0.30 mm (P=0.007) in the 0.02% atropine and orthokeratology groups, respectively. Multivariate regression analyses showed that the AL elongation was significantly faster in the 0.02% atropine group than in the orthokeratology group (ß=0.18, P=0.009). In multivariate regression analyses, younger age and shorter baseline AL were associated with a rapid AL elongation in the 0.02% atropine group (ßage=-0.04, P=0.01; ßAL=-0.17, P=0.03), while younger age, lower baseline spherical equivalent refractive error (SER), and shorter baseline AL were associated with a greater increase in AL in the orthokeratology group (ßage=-0.03, P=0.04; ßSER=0.06, P=0.03; ßAL=-0.11, P=0.009). Faster AL elongation was found in the 0.02% atropine group compared with the orthokeratology group at higher baseline SER (P=0.04, interaction test). CONCLUSION: Within the limits of this study design, orthokeratology seems to be a better method for controlling AL elongation compared with administration of 0.02% atropine in children with higher myopia over a treatment period of 2 years.


Subject(s)
Myopia , Orthokeratologic Procedures , Atropine , Axial Length, Eye , Child , Humans , Infant, Newborn , Myopia/therapy , Refraction, Ocular
8.
Chem Biodivers ; 17(5): e2000022, 2020 May.
Article in English | MEDLINE | ID: mdl-32166904

ABSTRACT

Three new butenolides, caulerpalide A and a pair of enantiomers, (+)-caulerpalide B and (-)-caulerpalide B, together with seven known compounds, have been isolated from the green alga Caulerpa racemosa var. turbinata. All these structures were determined by spectroscopic techniques. The absolute configurations of caulerpalide A, (+)-caulerpalide B and (-)-caulerpalide B were elucidated by the method of ECD calculation. This is the first separation of butenolides from the algae of genus Caulerpa. Additionally, the antibacterial activities of the nine isolated compounds were also evaluated.


Subject(s)
4-Butyrolactone/analogs & derivatives , Anti-Bacterial Agents/pharmacology , Caulerpa/chemistry , 4-Butyrolactone/chemistry , 4-Butyrolactone/isolation & purification , 4-Butyrolactone/pharmacology , Acinetobacter baumannii/drug effects , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Dose-Response Relationship, Drug , Enterococcus faecalis/drug effects , Escherichia coli/drug effects , Methicillin-Resistant Staphylococcus aureus/drug effects , Microbial Sensitivity Tests , Molecular Conformation , Pseudomonas aeruginosa/drug effects , Structure-Activity Relationship
9.
J Asian Nat Prod Res ; 21(5): 494-501, 2019 May.
Article in English | MEDLINE | ID: mdl-29595069

ABSTRACT

A novel valerenane sesquiterpenoid sinulaspirolactam A (1), together with five known compounds, was isolated from the soft coral Sinularia sp. Their structures were determined by spectroscopic analyses. The absolute configuration of 1 was established by ECD calculation. Compound 1 was the first example of valerenane sesquiterpenoid bearing an aza-spiro[4.5] ring moiety, the plausible biogenetic pathway of which was proposed. Cytotoxic activities of these compounds were also evaluated.


Subject(s)
Anthozoa/chemistry , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Animals , Cell Line, Tumor , Cell Survival/drug effects , Models, Molecular , Molecular Structure
10.
J Asian Nat Prod Res ; 19(7): 684-690, 2017 Jul.
Article in English | MEDLINE | ID: mdl-28276769

ABSTRACT

Two new polyketides, aspergchromones A (1) and B (2), together with five known compounds, secalonic acid D (3), noreugenin (4), (3S)-5-hydroxymellein (5), (4S)-6-hydroxyisosclerone (6), and (-)-regiolone (7), were isolated from the ethyl acetate extract of marine sponge-derived fungus Aspergillus sp. SCSIO XWS03F03. Their structures were elucidated by means of spectroscopic techniques (1D and 2D NMR, MS, UV, and IR). The absolute configurations of the new compounds were established by ECD calculations. Compound 3 showed moderate antimicrobial activity.


Subject(s)
Aspergillus/chemistry , Polyketides/isolation & purification , Porifera/microbiology , Xanthones/isolation & purification , Animals , Marine Biology , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Polyketides/chemistry , Xanthones/chemistry
11.
J Asian Nat Prod Res ; 19(12): 1232-1238, 2017 Dec.
Article in English | MEDLINE | ID: mdl-28349726

ABSTRACT

A new α-pyrone, nocapyrone S (1), together with five known compounds (2-6), were isolated from the deep-sea actinomycete Nocardiopsis dassonvillei subsp. dassonvillei DSM 43111(T). Their structures were determined by spectroscopic analyses. The absolute configuration of 1 was established by quantum approaches. Cytotoxic activity of 1 was evaluated against K562, MCF-7, SGC7901, A375, Hela, and HepG2 cell lines.


Subject(s)
Actinomycetales/chemistry , Antineoplastic Agents/isolation & purification , Nocardia/chemistry , Pyrones/isolation & purification , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Drug Screening Assays, Antitumor , HeLa Cells , Hep G2 Cells , Humans , K562 Cells , MCF-7 Cells , Marine Biology , Molecular Structure , Pyrones/chemistry , Pyrones/pharmacology
12.
Chemistry ; 21(25): 9022-7, 2015 Jun 15.
Article in English | MEDLINE | ID: mdl-25965842

ABSTRACT

A novel sesquiterpene-based Psidium meroterpenoid, possessing an unusual coupling pattern, and two new monoterpene-based meroterpenoids with unprecedented skeletons were isolated from the leaves of Psidium guajava. Their structures and absolute configurations were elucidated by spectroscopic, X-ray diffraction, and computational methods. The plausible biosynthetic pathway of these meroterpenoids as well as their cytotoxicities toward HepG2 and HepG2/ADM cells were also discussed.


Subject(s)
Biological Products/chemistry , Plant Leaves/chemistry , Psidium/chemistry , Sesquiterpenes/chemistry , Sesterterpenes/chemistry , Biological Products/isolation & purification , Hep G2 Cells/chemistry , Humans , Magnetic Resonance Spectroscopy , Molecular Conformation , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Sesquiterpenes/isolation & purification , Sesterterpenes/isolation & purification , X-Ray Diffraction
13.
J Asian Nat Prod Res ; 17(12): 1153-9, 2015.
Article in English | MEDLINE | ID: mdl-26651184

ABSTRACT

A new taraxastane-type triterpenoid glycoside, clematiunicinoside I (1), together with four known ones (2-5), was isolated from the roots of Clematis uncinata. The structure of the new compound was elucidated on the basis of spectroscopic analyses and acid hydrolysis. The cytotoxic activities of all the compounds against caski cervical cancer (Caski) cells were evaluated. This is the first report of the presence of taraxastane-type triterpenoid glycoside in the genus Clematis.


Subject(s)
Clematis/chemistry , Glycosides/isolation & purification , Triterpenes/isolation & purification , Drug Screening Assays, Antitumor , Female , Glycosides/chemistry , Glycosides/pharmacology , Humans , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry , Triterpenes/chemistry , Triterpenes/pharmacology
14.
J Asian Nat Prod Res ; 16(6): 593-601, 2014.
Article in English | MEDLINE | ID: mdl-24957326

ABSTRACT

Phytochemical investigation on the fruits of Flueggea suffruticosa resulted in the isolation of three new Securinega alkaloids, secu'amamine H (1), 15ß-methoxy-14,15-dihydrosecurinine (3), and securinol E (7), as well as eight known ones (2, 4-6, and 8-11). Their structures were elucidated by means of spectroscopic techniques (1D and 2D NMR, MS, UV, and IR). The absolute configurations of the new compounds were established by single-crystal X-ray diffraction and CD analyses.


Subject(s)
Alkaloids/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Euphorbiaceae/chemistry , Alkaloids/chemistry , Crystallography, X-Ray , Drugs, Chinese Herbal/chemistry , Fruit/chemistry , Molecular Conformation , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular
15.
Angew Chem Int Ed Engl ; 53(23): 5796-9, 2014 Jun 02.
Article in English | MEDLINE | ID: mdl-24729281

ABSTRACT

Suffrutines A (1) and B (2), a pair of novel photochemical Z/E isomeric indolizidine alkaloids, with a unique and highly conjugated C20 skeleton, were isolated from the roots of Flueggea suffruticosa. The structures were elucidated by extensive analysis of NMR spectra and single-crystal X-ray diffraction. The light-induced isomerization and hypothetical biogenetic pathway to 1 and 2, as well as their activity for regulating the morphology of Neuro-2a cells are also discussed.


Subject(s)
Alkaloids/chemistry , Biological Products/chemistry , Drugs, Chinese Herbal/chemistry , Fruit/chemistry , Indolizidines/chemistry , Molecular Structure
16.
Nat Prod Res ; : 1-6, 2024 Apr 09.
Article in English | MEDLINE | ID: mdl-38591101

ABSTRACT

A chemical investigation on the marine sponge Dysidea sp. resulted in the isolation of a series of diketopiperazines, including two new compounds, dysidines A (1) and B (2) as well as six known ones (3-8). Their structures with absolute configurations were determined on the basis of UV, IR, HRMS, NMR and calculated ECD method. Additionally, the cytotoxic, anti-inflammatory, antibacterial and antiviral activities of 1-8 were also tested. However, none of them exhibited significant bioactivities.

17.
Neurochem Int ; 177: 105747, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38657682

ABSTRACT

Stroke is the most devastating disease, causing paralysis and eventually death. Many clinical and experimental trials have been done in search of a new safe and efficient medicine; nevertheless, scientists have yet to discover successful remedies that are also free of adverse effects. This is owing to the variability in intensity, localization, medication routes, and each patient's immune system reaction. HIF-1α represents the modern tool employed to treat stroke diseases due to its functions: downstream genes such as glucose metabolism, angiogenesis, erythropoiesis, and cell survival. Its role can be achieved via two downstream EPO and VEGF strongly related to apoptosis and antioxidant processes. Recently, scientists paid more attention to drugs dealing with the HIF-1 pathway. This review focuses on medicines used for ischemia treatment and their potential HIF-1α pathways. Furthermore, we discussed the interaction between HIF-1α and other biological pathways such as oxidative stress; however, a spotlight has been focused on certain potential signalling contributed to the HIF-1α pathway. HIF-1α is an essential regulator of oxygen balance within cells which affects and controls the expression of thousands of genes related to sustaining homeostasis as oxygen levels fluctuate. HIF-1α's role in ischemic stroke strongly depends on the duration and severity of brain damage after onset. HIF-1α remains difficult to investigate, particularly in ischemic stroke, due to alterations in the acute and chronic phases of the disease, as well as discrepancies between the penumbra and ischemic core. This review emphasizes these contrasts and analyzes the future of this intriguing and demanding field.


Subject(s)
Hypoxia-Inducible Factor 1, alpha Subunit , Ischemic Stroke , Humans , Ischemic Stroke/metabolism , Hypoxia-Inducible Factor 1, alpha Subunit/metabolism , Animals , Signal Transduction/physiology , Oxidative Stress/physiology , Brain Ischemia/metabolism
18.
J Asian Nat Prod Res ; 15(11): 1145-51, 2013 Nov.
Article in English | MEDLINE | ID: mdl-24215397

ABSTRACT

Five new stilbene glycosides (1-5), together with six known ones, were isolated from the roots of Polygonum multiflorum. Their structures were elucidated on the basis of spectroscopic analysis and chemical evidence.


Subject(s)
Drugs, Chinese Herbal/isolation & purification , Glycosides/isolation & purification , Polygonaceae/chemistry , Stilbenes/isolation & purification , Drugs, Chinese Herbal/chemistry , Glycosides/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry , Stilbenes/chemistry
19.
Nat Prod Res ; 37(1): 1-7, 2023 Jan.
Article in English | MEDLINE | ID: mdl-34180744

ABSTRACT

A new amide, baeriamide (1), along with nine known diketopiperazines (2-10), was isolated from the marine sponge Haliclona baeri. Their structures were identified by the means of UV, IR, MS and NMR. The absolute configuration of 1 was established by Marfey's method and comparing the specific optical rotation with the known compound HCO-Val-Gly methyl ester. Compound 1 was derived from dehydration of formylated L-valine with γ-amino-butanoic acid methyl ester. Compounds 2-10 were isolated from the genus of Haliclona for the first time. The absolute confirmation of 7 was confirmed first by the means of single-crystal X-ray diffraction. The cytotoxic, antibacterial, antiviral and antifouling activities of these compounds were also tested. However, none of them exhibited significant bioactivities.


Subject(s)
Haliclona , Animals , Haliclona/chemistry , Amides/pharmacology , Magnetic Resonance Spectroscopy , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Diketopiperazines
20.
J Asian Nat Prod Res ; 14(9): 831-7, 2012.
Article in English | MEDLINE | ID: mdl-22873485

ABSTRACT

Two new euglobals, R1 (1) and R2 (2), together with eight known euglobals (3-10) were isolated from the leaves of Eucalyptus robusta. Their structures were established by means of spectroscopic analysis and single-crystal X-ray diffraction. Euglobal R1 (1) represents a new skeleton of formyl-isovaleryl phloroglucinol-coupled ß-phellandrene.


Subject(s)
Drugs, Chinese Herbal/isolation & purification , Eucalyptus/chemistry , Monoterpenes/isolation & purification , Phloroglucinol/analogs & derivatives , Phloroglucinol/isolation & purification , Plants, Medicinal/chemistry , Crystallography, X-Ray , Drugs, Chinese Herbal/chemistry , Monoterpenes/chemistry , Nuclear Magnetic Resonance, Biomolecular , Phloroglucinol/chemistry , Plant Leaves/chemistry
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