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Ramoplanin

◉ Phase 3 (Discontinued)
Ramoplanin
Also known as: MDL 62,198, Glycodepsipeptide Antibiotic
Brand names: Ramoplanin (Nanotherapeutics)
Page last reviewed

Quick Summary

Ramoplanin is a glycodepsipeptide antibiotic produced by Actinoplanes sp. ATCC 33076 with potent activity against gram-positive bacteria.

Antimicrobial Peptide Phase 3 (Discontinued)
Ramoplanin is a glycodepsipeptide antibiotic produced by Actinoplanes sp. ATCC 33076 with potent activity against gram-positive bacteria. It inhibits bacterial cell wall synthesis by a mechanism distinct from vancomycin. Development as an oral agent for Clostridioides difficile infection (CDI) and VRE decolonization reached Phase 3 trials before commercial development was suspended due to manufacturing challenges.
Storage Stability
Lyophilized
1–2 years (-20°C)
Reconstituted
N/A (oral)
Room temp
Stable (capsule)

Mechanism of Action

Lipid II Sequestration

Ramoplanin inhibits bacterial cell wall synthesis by binding to Lipid II, the membrane-anchored peptidoglycan precursor. It sequesters Lipid II before transglycosylation can occur, blocking cell wall elongation and cross-linking. This mechanism is similar to vancomycin but occurs at a different Lipid II binding site, meaning ramoplanin retains activity against vancomycin-resistant organisms.

Membrane Disruption

In addition to Lipid II binding, ramoplanin disrupts bacterial membrane integrity, particularly at concentrations above the MIC. The lipid tail inserts into the bacterial membrane, causing depolarization and contributing to bactericidal activity. This dual mechanism reduces the likelihood of single-step resistance.


Research Summary

C. difficile Infection

Phase 3 (Discontinued)

Phase 2 trials showed ramoplanin 200 mg BID was non-inferior to vancomycin for CDI treatment with a similar safety profile. Phase 3 trials were initiated but commercial development stalled primarily due to manufacturing scale-up difficulties with this structurally complex natural product.

VRE Decolonization

Phase 3 (Discontinued)

Ramoplanin showed efficacy for decolonizing vancomycin-resistant Enterococcus from the gastrointestinal tract in Phase 2 studies. The non-absorbed oral formulation is ideal for gut decolonization, concentrating activity in the intestinal lumen while avoiding systemic toxicity.


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Research Protocols

GoalDoseFrequencyRoute
CDI treatment (clinical trials)200 mgTwice dailyOral
VRE decolonization200 mgTwice dailyOral

Not commercially available. Obtained through research programs or compounding for investigational use.


Interactions

Additive
Vancomycin
Non-overlapping Lipid II binding sites; combination studied for VRE
Neutral
Fidaxomicin
Different mechanism; both active against C. difficile

Safety Profile

As a non-absorbed oral agent, ramoplanin has minimal systemic exposure and a favorable safety profile. Gastrointestinal adverse effects (nausea, abdominal pain) are the primary concerns. Systemic toxicity observed with parenteral administration is avoided with oral dosing. No significant drug interactions due to negligible systemic absorption.


References

  • [1]Assign EI et al. (2007). Ramoplanin: a lipoglycodepsipeptide with in vitro activity against multiresistant bacteria. International Journal of Antimicrobial Agents, 29(1), 1-10.
  • [2]McCafferty DG et al. (2002). Chemistry and biology of the ramoplanin family of peptide antibiotics. Chemistry & Biology, 9(5), 526-535.
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Data Sources & External References
Source: peer-reviewed literature  ·  Domain: ascendpeptide.org

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