Quinolizidines alkaloids: Petrosin and xestospongins from the sponge Oceanapia sp.

Das, Babulal; Naik, C.G.

doi:10.1007/s12039-011-0124-1

Cited by 18 publications

(6 citation statements)

References 30 publications

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“…[17,23], whereas xestospongins E-J (21-26) ( Figure 5) were isolated from the sponge Oceanapia sp. [24]. Compounds 17-20 were found to have an in vivo vasodilator activity [17].…”

Section: Macrocycles Containing a Bis-1-oxaquinolizidine Moietymentioning

confidence: 99%

“…Compounds 17-20 were found to have an in vivo vasodilator activity [17]. In addition to this activity, 19 and 20 exhibited moderate antimicrobial activity against Aspergillus fumigatus, Aspergillus niger, Rhodotorula, Candida albicans, and Cryptococcus neoformans and moderate to strong antibacterial activity toward Staphyloccus aureus and Escherichia coli [24]. (+)-7S-Hydroxyxestospongin A (27) [25], demethylxestospongin B (28) [26], and C (29) were isolated from Xestospongia sp.…”

Section: Macrocycles Containing a Bis-1-oxaquinolizidine Moietymentioning

confidence: 99%

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Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity

et al. 2020

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The curiosity and attention that researchers have devoted to alkaloids are due to their bioactivities, structural diversity, and intriguing chemistry. Marine-derived macrocyclic alkaloids (MDMAs) are considered to be a potential source of drugs. Trabectedin, a tetrahydroisoquinoline derivative, has been approved for the treatment of metastatic soft tissue sarcoma and ovarian cancers. MDMAs displayed potent activities that enabled them to be used as anticancer, anti-invasion, antimalarial, antiplasmodial, and antimicrobial. This review presents the reported chemical structures, biological activities, and structure–activity relationships of macrocyclic alkaloids from marine organisms that have been published since their discovery until May 2020. This includes 204 compounds that are categorized under eight subclasses: pyrroles, quinolines, bis-quinolizidines, bis-1-oxaquinolizidines, 3-alkylpiperidines, manzamines, 3-alkyl pyridinium salts, and motuporamines.

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“…[17,23], whereas xestospongins E-J (21-26) ( Figure 5) were isolated from the sponge Oceanapia sp. [24]. Compounds 17-20 were found to have an in vivo vasodilator activity [17].…”

Section: Macrocycles Containing a Bis-1-oxaquinolizidine Moietymentioning

confidence: 99%

Section: Macrocycles Containing a Bis-1-oxaquinolizidine Moietymentioning

confidence: 99%

Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity

et al. 2020

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“…Among the members of this class are lupinine and lupanine cytisine and sparteine. The last two members are the most distributed quinolizidine alkaloids and are characterized by their antimicrobial activities [16].…”

Section: Introductionmentioning

confidence: 99%

The Biological Activity of Natural Alkaloids against Herbivores, Cancerous Cells and Pathogens

Thawabteh

Juma

Bader

et al. 2019

Toxins

193

101

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The growing incidence of microorganisms that resist antimicrobials is a constant concern for the scientific community, while the development of new antimicrobials from new chemical entities has become more and more expensive, time-consuming, and exacerbated by emerging drug-resistant strains. In this regard, many scientists are conducting research on plants aiming to discover possible antimicrobial compounds. The secondary metabolites contained in plants are a source of chemical entities having pharmacological activities and intended to be used for the treatment of different diseases. These chemical entities have the potential to be used as an effective antioxidant, antimutagenic, anticarcinogenic and antimicrobial agents. Among these pharmacologically active entities are the alkaloids which are classified into a number of classes, including pyrrolizidines, pyrrolidines, quinolizidines, indoles, tropanes, piperidines, purines, imidazoles, and isoquinolines. Alkaloids that have antioxidant properties are capable of preventing a variety of degenerative diseases through capturing free radicals, or through binding to catalysts involved indifferent oxidation processes occurring within the human body. Furthermore, these entities are capable of inhibiting the activity of bacteria, fungi, protozoan and etc. The unique properties of these secondary metabolites are the main reason for their utilization by the pharmaceutical companies for the treatment of different diseases. Generally, these alkaloids are extracted from plants, animals and fungi. Penicillin is the most famous natural drug discovery deriving from fungus. Similarly, marines have been used as a source for thousands of bioactive marine natural products. In this review, we cover the medical use of natural alkaloids isolated from a variety of plants and utilized by humans as antibacterial, antiviral, antifungal and anticancer agents. An example for such alkaloids is berberine, an isoquinoline alkaloid, found in roots and stem-bark of Berberis asculin P. Renault plant and used to kill a variety of microorganisms.

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“…The relative stereochemistry of 8 was established by single-crystal X-ray analysis as 1S*,2R*,4R*,9S*,15R*,17R*,22S*,23S*. Compounds 9 and 10 were found to be active against several pathogens such as Cryptococcus neoformans, Aspergillus funigatus, Candida albicans and Aspergillus niger [11]. Kijjoa and his co-workers reported another specimen, O. sagittaria from the Gulf of Thailand, afforded kuanoniamine C (1) and its relative compound kuanoniamine A (5).…”

Section: Quinolizidine Alkaloidsmentioning

confidence: 99%

Secondary Metabolites from Marine Sponges of the Genus Oceanapia: Chemistry and Biological Activities

Zhong

Chen

et al. 2022

Marine Drugs

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In this review, we summarized the distribution of the chemically investigated Oceanapia sponges, including the isolation and biological activities of their secondary metabolites, covering the literature from the first report in 1989 to July 2019. There have been 110 compounds reported during this period, including 59 alkaloids, 33 lipids, 14 sterols and 4 miscellaneous compounds. Besides their unique structures, they exhibited promising bioactivities ranging from insecticidal to antibacterial. Their complex structural characteristics and diverse biological properties have attracted a great deal of attention from chemists and pharmaceuticals seeking to perform their applications in the treatment of disease.

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Quinolizidines alkaloids: Petrosin and xestospongins from the sponge Oceanapia sp.

Cited by 18 publications

References 30 publications

Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity

Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity

The Biological Activity of Natural Alkaloids against Herbivores, Cancerous Cells and Pathogens

Secondary Metabolites from Marine Sponges of the Genus Oceanapia: Chemistry and Biological Activities

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