Research progress on the biosynthesis and metabolic engineering of the anti-cancer drug camptothecin in Camptotheca acuminate

Fan, Xiaoxuan; Lin, Xinting; Ruan, Qingyan; Wang, Jingyi; Yang, Yinkai; Sheng, Miaomiao; Zhou, Wei; Kai, Guoyin; Hao, Xiaolong

doi:10.1016/j.indcrop.2022.115270

Cited by 21 publications

(11 citation statements)

References 112 publications

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“…The small oxo groups in 11 and 24 likely minimize negative impacts on target binding despite some steric effects, which is supported by 10,11-ethylenedioxy analogues being less effective than 10,11-methylenedioxy counterparts. 49 The more cytotoxic 11 versus the essentially similar 10,11-dimethoxycamptothecin (DMO-CPT, 25, Figure 1) verifies this speculation as well. In 25, the methoxy groups create large steric clashes with DNA base pairs, preventing intercalation and stable complex formation.…”

Section: Semisynthesis and Total Synthesis Of Camptothecin Derivative...mentioning

confidence: 64%

“…Ring systems may also restrict conformational flexibility, hampering adaptation to the protein active site. The small oxo groups in 11 and 24 likely minimize negative impacts on target binding despite some steric effects, which is supported by 10,11-ethylenedioxy analogues being less effective than 10,11-methylenedioxy counterparts . The more cytotoxic 11 versus the essentially similar 10,11-dimethoxycamptothecin (DMO-CPT, 25 , Figure ) verifies this speculation as well.…”

Section: Progress In Structural Modification Of Camptothecinsmentioning

confidence: 82%

“…Its planar, hydrophobic structure underlies poor aqueous solubility, formulation difficulties, and low bioavailability. The sensitive lactone ring readily converts CPT into an inactive form, causing stability issues during synthesis, storage, and administration. − Along with dose-dependent toxicities like myelosuppression and gastrointestinal effects, these factors have impacted CPT bioavailability, efficacy, safety, and ease of formulation/administration, posing challenges in harnessing its full therapeutic potential. , …”

Section: Mechanism Of Action Of Camptothecinmentioning

confidence: 99%

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Unleashing the Potential of Camptothecin: Exploring Innovative Strategies for Structural Modification and Therapeutic Advancements

Chen,

Liu,

Wang

et al. 2024

J. Med. Chem.

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Section: Semisynthesis and Total Synthesis Of Camptothecin Derivative...mentioning

confidence: 64%

Section: Progress In Structural Modification Of Camptothecinsmentioning

confidence: 82%

Section: Mechanism Of Action Of Camptothecinmentioning

confidence: 99%

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Unleashing the Potential of Camptothecin: Exploring Innovative Strategies for Structural Modification and Therapeutic Advancements

Chen,

Liu,

Wang

et al. 2024

J. Med. Chem.

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“…This pentacycle quinoline alkaloid can selectively inhibit the deoxyribonucleic acid (DNA) topoisomerase I as well as induct the break of double-stranded DNA (dsDNA) in cancer cells. 106 Notwithstanding, its broader therapeutic application is hindered by several poor clinical outcomes ascribed to this drug such as low bioavailability and systemic toxicity. In this regard, various modifications of CPT have been reported in the last years.…”

Section: Anticancer Drugsmentioning

confidence: 99%

Selenization of Small Molecule Drugs: A New Player on the Board

Morán-Serradilla,

Plano,

Sanmartín

et al. 2024

J. Med. Chem.

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There is an urgent need to develop safer and more effective modalities for the treatment of a wide range of pathologies due to the increasing rates of drug resistance, undesired side effects, poor clinical outcomes, etc. Throughout the years, selenium (Se) has attracted a great deal of attention due to its important role in human health. Besides, a growing body of work has unveiled that the inclusion of Se motifs into a great number of molecules is a promising strategy for obtaining novel therapeutic agents. In the current Perspective, we have gathered the most recent literature related to the incorporation of different Se moieties into the scaffolds of a wide range of known drugs and their feasible pharmaceutical applications. In addition, we highlight different representative examples as well as provide our perspective on Se drugs and the possible future directions, promises, opportunities, and challenges of this ground-breaking area of research. ■ SIGNIFICANCE • Significance: The development of novel compounds for the treatment of numerous pathologies has become a priority due to the lack of effective therapeutic options. • Impact: This work highlights the potential of incorporating Se moieties into the scaffold of several drugs to develop novel safer bioactive compounds. • Innovation: This Perspective discusses the development of selenoderivatives of a wide array of drugs and their biological applications and proposes novel avenues to continue exploring this outstanding research area.

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“…Betulinic acid (isolated from Betula alba) (Fulda, 2008) 26 , Camptothecin and its analogues i.e. Irinotecan and Topotecan (isolater form Camptotheca acuminata) are known to inhibit topoisomerase [27][28] Fig. 2, Table 1.…”

Section: Fig 2: Mode Of Action Of Anti-cancer Compoundsmentioning

confidence: 99%

Untitled

2022

IJPSR

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Traditional Chinese Medicine (TCM) have been extensively documented over the past thousands of years 1 . The written records of Ayurveda, the Indian medicinal system, originated before the 1 st millennium BC 2 . However, logical drug discovery from plants commenced at the beginning of the 19 th century, when Friedrich Serturner successfully extracted an analgesic and sleep-inducing agent from the Opium poppy, themorphium (morphine) that, was named after Morpheus, the Greek god of dreams. He thoroughly discussed isolation, crystallization,

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Research progress on the biosynthesis and metabolic engineering of the anti-cancer drug camptothecin in Camptotheca acuminate

Cited by 21 publications

References 112 publications

Unleashing the Potential of Camptothecin: Exploring Innovative Strategies for Structural Modification and Therapeutic Advancements

Unleashing the Potential of Camptothecin: Exploring Innovative Strategies for Structural Modification and Therapeutic Advancements

Selenization of Small Molecule Drugs: A New Player on the Board

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