scholarly journals An Alternative Approach towards C-12 Functionalized Scalaranic Sesterterpenoids. Synthesis of 17-Oxo-20-norscalaran-12α,19-O-lactone

Marine Drugs ◽  
2021 ◽  
Vol 19 (11) ◽  
pp. 636
Author(s):  
Olga Morarescu ◽  
Marina Grinco ◽  
Veaceslav Kulciţki ◽  
Sergiu Shova ◽  
Nicon Ungur

Scalarane sesterterpenoids emerged as interesting bioactive natural products which were isolated extensively from marine sponges and shell-less mollusks. Some representatives were also reported recently from superior plants. Many scalarane sesterterpenoids displayed a wide spectrum of valuable properties, such as antifeedant, antimicrobial, antifungal, antitubercular, antitumor, anti-HIV properties, cytotoxicity and stimulation of nerve growth factor synthesis, as well as anti-inflammatory activity. Due to their important biological properties, many efforts have been undertaken towards the chemical synthesis of natural scalaranes. The main synthetic challenges are connected to their complex polycyclic framework, chiral centers and different functional groups, in particular the oxygenated functional groups at the C-12 position, which are prerequisites of the biological activity of many investigated scalaranes. The current work addresses this problem and the synthesis of 17-oxo-20-norscalaran-12α,19-O-lactone is described. It was performed via the 12α-hydroxy-ent-isocopal-13(14)-en-15-al obtained from (-)-sclareol as an accessible starting material. The tetracyclic lactone framework was built following an addition strategy, which includes the intramolecular Michael addition of a diterpenic acetoacetic ester and an intramolecular aldol condensation reaction as key synthetic steps. The structure and stereochemistry of the target compound have been proven by X-Ray diffraction method.

2017 ◽  
Vol 70 (5) ◽  
pp. 642 ◽  
Author(s):  
Mohammad Razaul Karim ◽  
Md. Saidul Islam ◽  
Nurun Nahar Rabin ◽  
Ryo Ohtani ◽  
Masaaki Nakamura ◽  
...  

The aging effect on the proton conductivity of graphene oxide (GO) is investigated. Characterizations of oxygenated functional groups and measurement of the proton conductivity have been performed using freshly prepared GO and the same sample after preserving for three years under ambient conditions. Although GO retains its layered structure, a slight deviation in its powder X-ray diffraction (PXRD) pattern and Raman spectra upon aging implies some changes in the interlayer distance and functional groups. Decomposition of epoxy groups on aging has been recognised by X-ray photoelectron spectroscopy (XPS) analysis. The proton conductivity was found to be reduced by 25 % after three years of aging.


Author(s):  
M. Krishna Priya ◽  
D. Reuben Jonathan ◽  
K. Biruntha ◽  
D. Angeline Shirmila ◽  
K. Laavanya ◽  
...  

A new chalcone derivative (2E, 4E)-5-(4-(dimethylamino) phenyl)-1-(naphthalen-2-yl) penta-2,4-dien-1-one (DPNP) has been synthesized using Claisen-Schmidt condensation reaction using the slow evaporation method at ambient temperature. The 3D crystal structure was solved using the single-crystal X-ray diffraction method (XRD). XRD study reveals that the title compound crystallizes in a monoclinic crystal system with centrosymmetric space group P21/c with lattice parameters; a = 17.1467(10), b = 11.0395(7), c = 9.5821(5) Å β= 98.43(2)°. The packing diagram shows that the adjacent molecules are linked through a pair of C-H···O hydrogen bonds forming an inversion dimer. Hirshfeld surface mapped over the properties such as dnorm, Electrostatic potential, shape index, curvedness, and energy framework were also analyzed. The in-silico investigation of the title molecule discloses the efficacious for use as a drug in inhibiting breast Cancer.


RSC Advances ◽  
2020 ◽  
Vol 10 (34) ◽  
pp. 19867-19935 ◽  
Author(s):  
Ramadan A. Mekheimer ◽  
Mariam A. Al-Sheikh ◽  
Hanadi Y. Medrasi ◽  
Kamal U. Sadek

Fused tetracyclic systems containing a quinoline nucleus represent an important class of heterocyclic bioactive natural products and pharmaceuticals because of their significant and wide-spectrum biological properties.


Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1097
Author(s):  
Xuelian Bai ◽  
Yang Liu ◽  
Hao Wang ◽  
Huawei Zhang

Marine sponges are one of the prolific producers of bioactive natural products with therapeutic potential. As an important subgenus of Haliclona, Reniera sponges are mainly distributed in the Mediterranean Sea and Atlantic area, and had been chemically investigated for over four decades. By an extensive literature search, this review first makes a comprehensive summary of all natural products from Reniera sponges and their endozoic microbes, as well as biological properties. Perspectives on strengthening the chemical study of Reniera sponges for new drug-lead discovery are provided in this work.


2019 ◽  
Author(s):  
Chem Int

A series of heterocyclic compounds incorporating pyridazine moiety were for diverse biological activities. Pyridazines and pyridazinones derivatives showed wide spectrum of biological activities such as vasodialator, cardiotonic, anticonvulsant, antihypertensive, antimicrobial, anti-inflammatory, analgesic, anti-feedant, herbicidal, and various other biological, agrochemical and industrial chemical activities. The results illustrated that the synthesized pyridazine/pyridazine compounds have diverse and significant biological activities. Mechanistic insights into the biological properties of pyridazinone derivatives and various synthetic techniques used for their synthesis are also described.


2020 ◽  
Vol 27 (14) ◽  
pp. 2335-2360 ◽  
Author(s):  
Chao Li ◽  
Dayong Shi

: Marine organisms are abundant sources of bioactive natural products. Among metabolites produced by sponges and their associated microbial communities, halogenated natural compounds accounted for an important part due to their potent biological activities. The present review updates and compiles a total of 258 halogenated organic compounds isolated in the past three decades, especially brominated derivatives derived from 31 genera of marine sponges. These compounds can be classified as the following classes: brominated polyunsaturated lipids, nitrogen compounds, brominated tyrosine derivatives and other halogenated compounds. These substances were listed together with their source organisms, structures and bioactivities. For this purpose, 84 references were consulted.


2019 ◽  
Vol 20 (4) ◽  
pp. 285-292 ◽  
Author(s):  
Abdullah M. Alnuqaydan ◽  
Bilal Rah

Background:Tamarix Articulata (T. articulata), commonly known as Tamarisk or Athal in Arabic region, belongs to the Tamaricaece species. It is an important halophytic medicinal plant and a good source of polyphenolic phytochemical(s). In traditional medicines, T. articulata extract is commonly used, either singly or in combination with other plant extracts against different ailments since ancient times.Methods:Electronic database survey via Pubmed, Google Scholar, Researchgate, Scopus and Science Direct were used to review the scientific inputs until October 2018, by searching appropriate keywords. Literature related to pharmacological activities of T. articulata, Tamarix species, phytochemical analysis of T. articulata, biological activities of T. articulata extracts. All of these terms were used to search the scientific literature associated with T. articulata; the dosage of extract, route of administration, extract type, and in-vitro and in-vivo model.Results:Numerous reports revealed that T. articulata contains a wide spectrum of phytochemical(s), which enables it to have a wide window of biological properties. Owing to the presence of high content of phytochemical compounds like polyphenolics and flavonoids, T. articulata is a potential source of antioxidant, anti-inflammatory and antiproliferative properties. In view of these pharmacological properties, T. articulata could be a potential drug candidate to treat various clinical conditions including cancer in the near future.Conclusion:In this review, the spectrum of phytochemical(s) has been summarized for their pharmacological properties and the mechanisms of action, and the possible potential therapeutic applications of this plant against various diseases discussed.


2017 ◽  
Vol 5 (1) ◽  
pp. 7-15
Author(s):  
Sanasam Sanjeev ◽  
◽  
Maibam Sunita Devi ◽  
Khushboo Maurya ◽  
Vikas Kumar Roy ◽  
...  

Diosgenin [25R-spriost-5-en-3þ-ol], is an important steroidal metabolite found in various plant species. The discovery of diosgenin has made it one of the most researched and studied herbal product. Moreover, there is excellent opportunity to address whether diosgenin plays a role in chemoprevention versus therapy, or both. However, rigorous experimental based evidence in support of ethnomedicine-derived notions would lead to the development of products relevant to drug development. The health beneficial effects of diosgenin are further extended to its potential role to treat other ailments such as HIV and hepatitis-C infections as well as liver diseases. There is little information regarding the bioavailability, pharmacokinetics and pharmacodynamics of diosgenin in relation to its health beneficial effects. It has been reported to have wide spectrum of biological properties that contributes to several diseases in its role as a health beneficial phytochemical by citing new studies.


2021 ◽  
pp. 1-1
Author(s):  
Masato Tsujiguchi ◽  
Takashi Aitoku ◽  
Hironori Takase ◽  
Yasuko Yamada Maru

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