Two Novel Cyclic Peptides, Yunnanins A and B from <i>Stellaria yunnanensis</i>

Morita, Hiroshi; Shishido, Akira; Kayashita, Takashi; Shimomura, Masako; Takeya, Koichi; Itokawa, Hideji

doi:10.1246/cl.1994.2415

Cited by 24 publications

(20 citation statements)

References 20 publications

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“…Determination of the stereochemistry of the sulfoxide by amino acid analysis may be able to address this question. Hydroxylated amino acids, including gamma-hydroxy isoleucine and delta-hydroxy-isoleucine, 407,408 have also been observed as well as an unusual N -methyl-4-aminoproline present in cyclolinopeptide X. 409 Additionally, D-tryptophan was observed in a peptide discovered in Schnabelia oligophylla.…”

Section: Orbitides: Plant Cyclic Peptides Lacking Disulfide Bondsmentioning

confidence: 99%

Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature

et al. 2013

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Section: Orbitides: Plant Cyclic Peptides Lacking Disulfide Bondsmentioning

confidence: 99%

Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature

et al. 2013

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“…In 1994, the isolation of two cyclic peptides, yunnanin A and B, was reported from the root of Stellaria yunnanensis (Caryophllaceae) ( 34 ). The peptide structures were confirmed by spectroscopic analysis and chemical methods ( 34 , 35 ). Yunnanin A showed cytotoxic activity against p-338 cells ( 36 ).…”

Section: Yunnaninsmentioning

confidence: 99%

Cancer Treatment by Caryophyllaceae-Type Cyclopeptides

et al. 2021

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Cancer is one of the leading diseases, which, in the most cases, ends with death and, thus, continues to be a major concern in human beings worldwide. The conventional anticancer agents used in the clinic often face resistance among many cancer diseases. Moreover, heavy financial costs preclude patients from continuing treatment. Bioactive peptides, active in several diverse areas against man’s health problems, such as infection, pain, hypertension, and so on, show the potential to be effective in cancer treatment and may offer promise as better candidates for combating cancer. Cyclopeptides, of natural or synthetic origin, have several advantages over other drug molecules with low toxicity and low immunogenicity, and they are easily amenable to several changes in their sequences. Given their many demanded homologues, they have created new hope of discovering better compounds with desired properties in the field of challenging cancer diseases. Caryophyllaceae-type cyclopeptides show several biological activities, including cancer cytotoxicity. These cyclopeptides have been discovered in several plant families but mainly are from the Caryophyllaceae family. In this review, a summary of biological activities found for these cyclopeptides is given; the focus is on the anticancer findings of these peptides. Among these cyclopeptides, information about Dianthins (including Longicalycinin A), isolated from different species of Caryophyllaceae, as well as their synthetic analogues is detailed. Finally, by comparing their structures and cytotoxic activities, finding the common figures of these kinds of cyclopeptides as well as their possible future place in the clinic for cancer treatment is put forward.

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“…Caryophyllaceae is a family of flowering plants with 81 genera, commonly called the pink family. Some plants belonging to the Caryophyllaceae family contain cyclic peptides, and they are most commonly found in the genera Drymaria [104], Dianthus [105], Pseudostellaria [106][107][108], Stellaria [109][110][111], and Vaccaria [112].…”

Section: Other Families As Orbitide Sourcesmentioning

confidence: 99%

Biologically Active Orbitides from the Euphorbiaceae Family

et al. 2017

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A comprehensive overview of natural orbitides isolated from Euphorbiaceae species and their most relevant biological activities are presented. Euphorbiaceae is a large and diverse family, which comprises about 300 genera, and is known as an important source of medicines and toxins. Several classes of secondary metabolites have been described for this taxon, however, orbitides have been broadly reported in and genera. Additionally, the latex is documented as the main source of orbitides in this family. Based on their structural and functional diversity, orbitides present a large variety of biological activities described as cytotoxicity, antimalarial, antibacterial, antifungal, enzymatic inhibition, and immunosuppressive, although the mechanism of action still needs to be further investigated. In recent years, the discovery of bioactive cyclic peptides from different sources has grown exponentially, making them promising molecules in the search for new drug leads. This review also highlights the attempts made by many researchers to organize the orbitides nomenclature and amino acid numbering, as well the important progress recently achieved in the biosynthetic study area.

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Two Novel Cyclic Peptides, Yunnanins A and B from Stellaria yunnanensis

Abstract: Two novel cyclic peptides, named yunnanins A and B, have been isolated from Stellaria yunnanensis (Caryophyllaceae) and their structures were elucidated by spectroscopic evidence and chemical degradation.

Cited by 24 publications

References 20 publications

Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature

Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature

Cancer Treatment by Caryophyllaceae-Type Cyclopeptides

Biologically Active Orbitides from the Euphorbiaceae Family

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