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1.
Nat Prod Res ; : 1-8, 2024 May 08.
Article in English | MEDLINE | ID: mdl-38717217

ABSTRACT

Three novel dihydrochalcones, flemilineatins C-E (1-3), and two known flavanones (4-5) were isolated from Flemingia lineata (L.) W.T. Aiton leaves. Dihydrochalcones 1-3 structures were established using NMR spectrum and high-resolution ESIMS data. Compounds 1-5 were assayed to Plasmodium falciparum lactate dehydrogenase (PfLDH) for their antiplasmodial activity. Compounds 2 and 5 exhibited high activity with an IC50 value of 0.74 and 0.79 µg/mL, respectively.

2.
Nat Prod Res ; : 1-9, 2024 May 24.
Article in English | MEDLINE | ID: mdl-38785399

ABSTRACT

Two new 4-phenylcoumarins, mesulepidotins A (1) and B (2), one new 4-propylcoumarin, mesulepidotin C (3), and one known 4-phenylcoumarin (4) were isolated from Mesua lepidota stem barks. The structures of 4-propyl- and 4-phenylcoumarins were identified by analysing 1D and 2D NMR spectra combined with high-resolution ESIMS data. Compounds 1-4 were assayed to MCF-7 and HeLa cells for their cytotoxic activity. Mesulepidotin A (1) showed high activity with an IC50 value of 1.59 and 1.41 µM, respectively.

3.
Nat Prod Res ; : 1-7, 2024 Apr 17.
Article in English | MEDLINE | ID: mdl-38629185

ABSTRACT

An undescribed dihydrostilbene, macajavanicin D (1), and three known analogs, malayheyneiin A (2) and laevifolins A-B (3-4), were isolated from Macaranga javanica (Blume) Müll. Arg. leaves. Macajavanicin D (1) structure was determined based on a combination of ESI-HRMS data and NMR spectra. Compounds 1-4 were evaluated to Plasmodium falciparum strain 3D7. Macajavanicins D (1) and laevifolin A (3) showed potent activity with an IC50 value of 0.85 and 1.03 µg/mL, respectively.

4.
Nat Prod Res ; : 1-9, 2024 Feb 01.
Article in English | MEDLINE | ID: mdl-38300810

ABSTRACT

Three new dihydrochalcones: artoserichalcone A-C (1-3), were isolated from the leaves of Artocarpus sericicarpus. The structures of compounds were determined based on NMR spectrum (1H, 13C, and 2D) and HRESIMS spectroscopic analysis. Compounds (1) and (3) showed active antimalarial activity with IC50 values of 16.90 and 13.56 µM, respectively. Meanwhile, compound (2) with an IC50 value of 63.01 µM was categorised as a moderate antimalarial substance. The cytotoxicity against Huh7, HepG2, BHK-21, and Vero cells showed that compounds (1-3) with CC50 values > 20 µg/mL could be considered non-cytotoxic. Compounds (1-3) exhibited antimalarial activity against Plasmodium falciparum and non-toxic as an antimalarial agent.

5.
Nat Prod Res ; : 1-8, 2023 Oct 24.
Article in English | MEDLINE | ID: mdl-37874007

ABSTRACT

Four isoprenylated flavonols, including two new compounds, macainermisins A-B (1-2), and two known compounds, sinoflavonoid P (3), broussoflavonol F (4), were isolated from the leaves of Macaranga inermis. A combination of HRESIMS, UV, 1D, and 2D NMR spectra elucidated the structures of 1-2. Flavonols (1-4) were evaluated against three cancer cells. Compound 1 showed high cytotoxicity against WiDR with an IC50 value of 0.93 µM, and compound 2 was active towards HeLa and WiDR (IC50 values of 0.90 and 0.94 µM), and compound 3 showed high activity towards 4T1 and HeLa (IC50 values of 0.83 and 0.98 µM).

6.
Nat Prod Res ; 37(2): 197-203, 2023 Jan.
Article in English | MEDLINE | ID: mdl-34498963

ABSTRACT

Three previously unreported quinolinone alkaloids: melicodenines J-L (1-3) and six known compounds (4-9), were isolated from the leaves of Melicope denhamii (Seem) T.G. Hartley. The structures of three quinolinone alkaloids were identified based on HRESIMS and NMR spectra. Compounds 1-9 were assayed in three cancer cells (MCF-7, HeLa, and P-388). Compounds 1 and 5 showed high cytotoxic activity against HeLa cells with IC50 values of 1.8 and 0.8 µM, respectively.


Subject(s)
Alkaloids , Quinolones , Rutaceae , Humans , Quinolones/pharmacology , Quinolones/chemistry , HeLa Cells , Alkaloids/chemistry , Plant Leaves/chemistry , Rutaceae/chemistry , Molecular Structure
7.
Nat Prod Res ; 37(19): 3214-3219, 2023.
Article in English | MEDLINE | ID: mdl-35459432

ABSTRACT

Three chromanone acids were isolated from the stem bark of Calophyllum peekelii Lauterb. Among them are two new chromanone acids, calopeekelioic acids A (1) and B (2), along with calolongic acid (3), Their structures were established by analyzing a combination of HRESIMS, 1 D, and 2 D NMR spectra. Chromanone acids 1-3 were evaluated for their antiplasmodial activity against Plasmodium falciparum strain 3D7. Compounds 1-2 showed high activity with an IC50 value of 1.70 and 1.01 µg/mL, respectively.

8.
Nat Prod Res ; 36(3): 822-827, 2022 Feb.
Article in English | MEDLINE | ID: mdl-32820644

ABSTRACT

Two new pyranoxanthones, calotetrapterins D (1) and E (2), were isolated from the stem bark of Calophyllum pseudomolle P.F. Stevens along with α-mangostin (3). The structures of compounds 1-2 were determined based on 1D NMR (1H, 13C) and 2D NMR (HMQC, HMBC), as well as HRESIMS spectroscopic analysis. Compounds 1-2 showed moderate activity against HeLa and murine leukaemia P-388 cells.


Subject(s)
Calophyllum , Animals , HeLa Cells , Humans , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Plant Bark
9.
Nat Prod Res ; 35(3): 407-412, 2021 Feb.
Article in English | MEDLINE | ID: mdl-31305138

ABSTRACT

Three new pyranoxanthones, calotetrapterins A-C (1-3) were isolated from the stem bark of Calophyllum tetrapterum Miq along with three known xanthones, α-mangostin (4), garciniafuran (5), and pyranojacareubin (6). All structures were elucidated based on their IR, UV, HRESIMS, 1 D (1H, 13C) and 2 D (HMBC, HMQC) NMR spectral data. Compounds 1-6 were tested to P-388 cells for cytotoxic activity, compound 2 exhibited high activity with IC50 value 1.0 µM.


Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Calophyllum/chemistry , Xanthones/chemistry , Animals , Cell Line, Tumor , Drug Screening Assays, Antitumor , Leukemia/drug therapy , Leukemia/pathology , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Plant Bark/chemistry , Spectrometry, Mass, Electrospray Ionization , Structure-Activity Relationship , Xanthones/isolation & purification , Xanthones/pharmacology
10.
Nat Prod Res ; 35(7): 1153-1158, 2021 Apr.
Article in English | MEDLINE | ID: mdl-31328544

ABSTRACT

Two new isoprenylated xanthones, calodioscurin A (1) and B (2) were isolated from the stem bark of Calophyllum dioscurii P.F. Stevens along with two known isoprenylated 4-phenylcoumarins, apetalolide (3) and methyl inophyllum P (4). The structures of two new compounds were determined based on their HRESIMS, IR, UV, 1D and 2D NMR spectral data. Compounds 1-4 were assayed on P-388 cells, compound 2 showed IC50 value 11.5 µM and categorised moderate activity.


Subject(s)
Calophyllum/chemistry , Plant Bark/chemistry , Plant Stems/chemistry , Prenylation , Xanthones/pharmacology , Animals , Cell Death/drug effects , Coumarins/chemistry , Coumarins/pharmacology , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Mice , Structure-Activity Relationship , Xanthones/chemistry
11.
Nat Prod Res ; 35(8): 1256-1261, 2021 Apr.
Article in English | MEDLINE | ID: mdl-31328970

ABSTRACT

Meliquercifolins A (1), and B (2), two new coumarins are bearing an acetophenone derivative were isolated from the leaves of Melicope quercifolia along with three known compounds, melicodenines E (3), F (4) and I (5). Structures of two new compounds were identified based on spectroscopic analyses (UV, HR-ESI-MS, 1 D and 2 D NMR). Cytotoxic activities of compounds (1-5) towards three human cancer cells (HeLa, MCF-7, P-388), compounds 1, 4 and 5 showed very potent activity against Hela cells with IC50 values 2.6; 0.8; 1.1 µM, respectively.


Subject(s)
Coumarins/chemistry , Coumarins/pharmacology , Rutaceae/chemistry , Acetophenones/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Cell Line, Tumor , Drug Screening Assays, Antitumor , HeLa Cells , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Leaves/chemistry , Spectrometry, Mass, Electrospray Ionization
12.
Nat Prod Res ; 35(24): 5637-5642, 2021 Dec.
Article in English | MEDLINE | ID: mdl-32945195

ABSTRACT

Two new 2-arylbenzofurans, sesbagrandiflorain D (1) and E (2) along with two known 2-arylbenzofurans, spinosan A (3) and spinosan B (4) were isolated from the stem bark of Sesbania grandiflora L. The structure of two new compounds established by HRESIMS, 1 D NMR (1H, 13C) and 2 D NMR (HMQC, HMBC) spectra. Compounds (1-4) assayed for their cytotoxicity towards three human cancer cells (MCF-7, HeLa, and WiDr). Compound 1 showed very high activity against MCF-7 and WiDr with an IC50 value of 0.06 and 0.60 µg/mL, respectively.


Subject(s)
Neoplasms , Sesbania , Humans , Plant Extracts/pharmacology
13.
Nat Prod Res ; 32(9): 1062-1067, 2018 May.
Article in English | MEDLINE | ID: mdl-28950715

ABSTRACT

A new isoprenylated 4-phenylcoumarin derivative, mesucalophylloidin (1) along with three known compounds, mammea A/BA cyclo F (2), calolongic acid (3) and isocalolongic acid (4) were isolated from the stem bark of Mesua calophylloides (Ridl.) Kosterm. Structures of all the compounds were elucidated using extensive spectroscopic methods, including UV, IR, HRESIMS, 1D and 2D NMR. Compounds 1-4 were evaluated for their cytotoxicity against P-388 cells, showing that compound 1 gave moderate activity with IC50 6.26 µg/mL.


Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Coumarins/chemistry , Magnoliopsida/chemistry , Animals , Cell Line, Tumor , Inhibitory Concentration 50 , Leukemia/drug therapy , Leukemia/pathology , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Plant Bark/chemistry , Plant Extracts/chemistry , Spectrophotometry, Ultraviolet , Structure-Activity Relationship
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